Relevant bibliographies by topics / Dihydrobenzofuran

Academic literature on the topic 'Dihydrobenzofuran'

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Published: 4 June 2021
Last updated: 20 February 2023

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Journal articles on the topic "Dihydrobenzofuran"

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Shinde, Rahul Ashok, Vishnu Ashok Adole, Bapu Sonu Jagdale, Thansing Bhavsing Pawar, and Bhatu Shivaji Desale. "Efficient Synthesis, Spectroscopic and Quantum Chemical Study of 2,3-Dihydrobenzofuran Labelled Two Novel Arylidene Indanones: A Comparative Theoretical Exploration." Material Science Research India 17, no. 2 (August 30, 2020): 146–61. http://dx.doi.org/10.13005/msri/170207.

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Indanone and 2,3-dihydrobenzofuran scaffolds are considered as special structures in therapeutic science and explicitly associated with various biologically potent compounds. In the present disclosure, we report the synthesis of two new 2,3-dihydrobenzofuran tethered arylidene indanones via an environmentally adequate and viable protocol. The two compounds revealed in this have been characterized well by analytical methods; proton magnetic resonance (PMR), carbon magnetic resonance (CMR). The Density Functional Theory (DFT) study has been presented for the spectroscopic, structural and quantum correlation between (E)-2-((2,3-dihydrobenzofuran-5-yl)methylene)-2,3-dihydro-1H-inden-1-one (DBDI) and (E)-7-((2,3-dihydrobenzofuran-5-yl)methylene)-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one (DBTI). Optimized geometry, frontier molecular orbital, global reactivity descriptors, and thermodynamic parameters have been computed for DBDI and DBTI. DFT/B3LYP method using basis set 6-311++G (d,p) has been employed for the computational study. Mulliken atomic charges are established by using 6-311G (d,p) basis set. Besides, molecular electrostatic potential for DBDI and DBTI is also explored to locate the electrophilic and nucleophilic centres.
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Basini, Giuseppina, Carmela Spatafora, Corrado Tringali, Simona Bussolati, and Francesca Grasselli. "Effects of a Ferulate-Derived Dihydrobenzofuran Neolignan on Angiogenesis, Steroidogenesis, and Redox Status in a Swine Cell Model." Journal of Biomolecular Screening 19, no. 9 (June 10, 2014): 1282–89. http://dx.doi.org/10.1177/1087057114536226.

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In the ongoing search for new therapeutic compounds, lignans and neolignans, which are widely distributed in plants, deserve special attention because of their interactions with several biological targets. Searching for potential antiangiogenic agents related to natural lignans/neolignans, we were attracted by a previously studied synthetic dihydrobenzofuran neolignan. We synthesized the compound by means of an eco-friendly, enzyme-mediated biomimetic coupling of the methyl ester of ferulic acid, and the present study was aimed to deeply investigate its effect in angiogenesis bioassays validated in our laboratory. In addition, a previously well-defined granulosa cell model was employed to evaluate the effect of dihydrobenzofuran neolignan on cell viability, steroidogenesis, and redox status. Present data support the antiangiogenic effect of this neolignan. Moreover, we demonstrate that, at least at the highest concentrations tested, dihydrobenzofuran neolignan affects granulosa cell viability and steroidogenesis. In addition, the compound inhibits generation of free radicals and stimulates scavenger enzyme activities. The present data, which are a further deepening of the evaluation of the biological activities of the dihydrobenzofuran lignan in well-defined cell models, are of interest and worthy of special attention.
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Xia, Yamu, Zhen Mo, Lin Sun, Lijia Zou, Wen Zhang, Jiahong Zhang, and Lihong Wang. "First total synthesis of quiquesetinerviusin A." Journal of Chemical Research 41, no. 5 (May 2017): 296–300. http://dx.doi.org/10.3184/174751917x14931195075599.

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The first total synthesis of the dihydrobenzofuran neolignan quiquesetinerviusin A and its related structure have been described. Phenolic coupling is the key step to constructing the dihydrobenzofuran skeleton with vanillin as the raw material. The hydroxyl group was protected with dihydropyran (DHP) and the ester group was reduced with diisobutylaluminium hydride (DIBAL-H) in order to obtain the crucial intermediate diol, which was then condensed with an acid ligand to give the desired compounds following removal of the protecting groups.
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Chen, Zhuang, Mallesham Pitchakuntla, and Yanxing Jia. "Synthetic approaches to natural products containing 2,3-dihydrobenzofuran skeleton." Natural Product Reports 36, no. 4 (2019): 666–90. http://dx.doi.org/10.1039/c8np00072g.

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Previtera, Lucio, Marina Della Greca, Antonio Molinaro, and Pietro Monaco. "Dihydrobenzofuran Neolignans from Arum italicum." HETEROCYCLES 38, no. 5 (1994): 1099. http://dx.doi.org/10.3987/com-94-6681.

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Sakushima, Akiyo, Maksut Coşkun, Takashi Maoka, and Sansei Nishibe. "Dihydrobenzofuran lignans from Boreava orientalis." Phytochemistry 43, no. 6 (December 1996): 1349–54. http://dx.doi.org/10.1016/s0031-9422(96)00497-9.

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Dias, Herbert J., Andressa B. Patrocínio, Mariana C. Pagotti, Murilo J. Fukui, Vanderlei Rodrigues, Lizandra G. Magalhães, and Antônio E. M. Crotti. "Schistosomicidal Activity of Dihydrobenzofuran Neolignans." Chemistry & Biodiversity 15, no. 7 (June 20, 2018): e1800134. http://dx.doi.org/10.1002/cbdv.201800134.

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Wu, Chenggui, Hong-Gang Cheng, Ruiming Chen, Han Chen, Ze-Shui Liu, Jingyang Zhang, Yuming Zhang, Yuxin Zhu, Zhi Geng, and Qianghui Zhou. "Convergent syntheses of 2,3-dihydrobenzofurans via a Catellani strategy." Organic Chemistry Frontiers 5, no. 17 (2018): 2533–36. http://dx.doi.org/10.1039/c8qo00348c.

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Barrios Antúnez, Diego-Javier, Mark D. Greenhalgh, Charlene Fallan, Alexandra M. Z. Slawin, and Andrew D. Smith. "Enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofurans using a Brønsted base/thiourea bifunctional catalyst." Organic & Biomolecular Chemistry 14, no. 30 (2016): 7268–74. http://dx.doi.org/10.1039/c6ob01326k.

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The enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofuran derivatives via intramolecular Michael addition has been developed using a bifunctional tertiary amine–thiourea catalyst.
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Zhao, Qiang, Ji-Kang Jin, Jie Wang, Feng-Lian Zhang, and Yi-Feng Wang. "Radical α-addition involved electrooxidative [3 + 2] annulation of phenols and electron-deficient alkenes." Chemical Science 11, no. 15 (2020): 3909–13. http://dx.doi.org/10.1039/d0sc01078b.

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Dissertations / Theses on the topic "Dihydrobenzofuran"

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Watkins, Mark James. "High resolution spectroscopy and ab initio studies of weakly bound clusters." Thesis, University of York, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.325780.

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Wen, Xin. "The Utilization of Sulfonylhydrazones as New Radical Precursors for Asymmetric Radical C–H Alkylation via Co(II)-Based Metalloradical Catalysis." Thesis, Boston College, 2019. http://hdl.handle.net/2345/bc-ir:108292.

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Thesis advisor: X. Peter Zhang
Asymmetric C–H functionalization represents one of the central topics in modern organic chemistry, which allows for the direct installation of functional groups onto ubiquitous C–H bonds in organic molecules. Among numerous elegant strategies, transition metal-catalyzed C–H alkylation with diazo compounds represents one of the most powerful methods for C–C bond formation. Different from Fischer metallocarbene-based C–H insertion reactions, cobalt(II)-based metalloradical catalysis (MRC) is recently proven to be capable of activating acceptor/acceptor diazo compounds for radical C–H alkylation reactions via H-atom abstraction. In this dissertation, we have developed several systems by utilizing less-explored aryl and alkyl diazomethanes as new radical precursors for highly enantioselective radical C–H alkylation reactions, which permit the efficient synthesis of different optically active heterocyclic compounds. First, we have demonstrated the feasibility of using aryl aldehyde-derived sulfonylhydrazones as new radical precursors for enantioselective radical C–H alkylation to synthesis enantioenriched 2,3-dihydrobenzofuran derivatives. Notably, a general and mild way for in situ generation of diazo compounds have been identified by using 2,4,6-triisopropyl sulfonyl hydrazone as diazo precursor, which allow us to regulate the reaction temperature to achieve the high enantioselectivity for the desired radical reactions. Second, the utility of Co(II)-based MRC has been further highlighted by enantioselective indoline synthesis. Through the design and synthesis of new catalysts, the system is shown to have a broad spectrum of substrate scope, forming various 2-substituted indolines with up to 98% yield and 96% ee. A series of mechanistic studies further support the underlying stepwise radical alkylation pathway. Finally, we further expand the applicability of MRC to even more challenging diazo compounds, aliphatic diazomethanes. Starting from alkyl aldehyde-derived sulfonylhydrazones as diazo precursors, the Co(II)-based radical alkylation reactions allow for the enantioselective synthesis for common 2-substituted tetrahydrofuran structures with high yields and excellent enantioselectivities
Thesis (PhD) — Boston College, 2019
Submitted to: Boston College. Graduate School of Arts and Sciences
Discipline: Chemistry
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Fischer, Joshua. "HIV-1 Integrase Inhibitors: A Formal Total Synthesis of Lithospermic Acid And Synthetic Studies Towards Integramycin." Thesis, The University of Sydney, 2007. http://hdl.handle.net/2123/2397.

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This thesis describes synthetic studies towards the HIV-1 integrase inhibitory natural products lithospermic acid and integramycin, resulting in a formal total synthesis of the former. A modular, flexible and convergent synthetic strategy to lithospermic acid was devised. In this approach, a Sonogashira coupling was used to unite the C1–C7 and C20–C27 fragments that were subsequently manipulated to then participate in the key step of the synthesis, a palladium-mediated carbonylative annulation. Reduction of the benzofuran nucleus with magnesium in methanol then provided the desired dihydrobenzofuran core of lithospermic acid. Various protecting group strategies were investigated to complete this sequence in an efficient manner. Further synthetic manipulations afforded the complete C1–C9/C19–C27 fragment, which was united with the C10–C18 fragment to deliver the entire carbon skeleton of lithospermic acid. A two step deprotection sequence was undertaken, however, complications with the final deprotective step prevented definitive proof that the total synthesis of lithospermic acid had been achieved. An alternate protecting group strategy was sought, and a formal total synthesis of lithospermic acid was achieved by intercepting an advanced intermediate from a previous total synthesis. Several strategies for the enantioselective synthesis of the dihydrobenzofuran core of lithospermic acid were evaluated, however, none proved successful. A synthetic route towards the tetramic acid subunit of integramycin was also investigated. 3- Methoxymaleimide was constructed using known chemistry, and the regioselective reduction of this ring system was developed. Attempts to further functionalise this ring system were thwarted by difficulties associated with handling. The scope of the regioselective reduction was investigated on an array of N- substituted methoxymaleimides with the procedure found to be generally high yielding and highly regioselective.
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Fischer, Joshua. "HIV-1 Integrase Inhibitors: A Formal Total Synthesis of Lithospermic Acid And Synthetic Studies Towards Integramycin." University of Sydney, 2007. http://hdl.handle.net/2123/2397.

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Doctor of Philosophy (PhD)
This thesis describes synthetic studies towards the HIV-1 integrase inhibitory natural products lithospermic acid and integramycin, resulting in a formal total synthesis of the former. A modular, flexible and convergent synthetic strategy to lithospermic acid was devised. In this approach, a Sonogashira coupling was used to unite the C1–C7 and C20–C27 fragments that were subsequently manipulated to then participate in the key step of the synthesis, a palladium-mediated carbonylative annulation. Reduction of the benzofuran nucleus with magnesium in methanol then provided the desired dihydrobenzofuran core of lithospermic acid. Various protecting group strategies were investigated to complete this sequence in an efficient manner. Further synthetic manipulations afforded the complete C1–C9/C19–C27 fragment, which was united with the C10–C18 fragment to deliver the entire carbon skeleton of lithospermic acid. A two step deprotection sequence was undertaken, however, complications with the final deprotective step prevented definitive proof that the total synthesis of lithospermic acid had been achieved. An alternate protecting group strategy was sought, and a formal total synthesis of lithospermic acid was achieved by intercepting an advanced intermediate from a previous total synthesis. Several strategies for the enantioselective synthesis of the dihydrobenzofuran core of lithospermic acid were evaluated, however, none proved successful. A synthetic route towards the tetramic acid subunit of integramycin was also investigated. 3- Methoxymaleimide was constructed using known chemistry, and the regioselective reduction of this ring system was developed. Attempts to further functionalise this ring system were thwarted by difficulties associated with handling. The scope of the regioselective reduction was investigated on an array of N- substituted methoxymaleimides with the procedure found to be generally high yielding and highly regioselective.
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Boeck, Florian Sebastian [Verfasser]. "Zur asymmetrischen Synthese von Vaginidiol, Smyrindiol und Euonidiol, sowie über die stereoselektive Synthese von 2,3-Dihydroindol- und 2,3-Dihydrobenzofuran-Derivaten / Florian Sebastian Boeck." Aachen : Hochschulbibliothek der Rheinisch-Westfälischen Technischen Hochschule Aachen, 2011. http://d-nb.info/1018224750/34.

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Jovanovic, Ljubisa. "New synthetic approaches to 8,5'-neolignans." Phd thesis, [S.l.] : [s.n.], 2005. http://deposit.ddb.de/cgi-bin/dokserv?idn=979484839.

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Wray, Brenda Caroline. "Development of Novel Methods to Prepare Nitrogen and Oxygen Heterocycles." The Ohio State University, 2011. http://rave.ohiolink.edu/etdc/view?acc_num=osu1306329847.

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Rozhkov, Roman Vladimirovich. "Synthesis of Dihydrobenzofurans via Palladium-Catalyzed Heteroannulations." Washington, D.C. : Oak Ridge, Tenn. : United States. Dept. of Energy. Office of Science ; distributed by the Office of Scientific and Technical Information, U.S. Dept. of Energy, 2004. http://www.osti.gov/servlets/purl/835297-tuwp7H/webviewable/.

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Fronert, Jeanne Katrin [Verfasser]. "Organokatalytische asymmetrische Synthesen von Dihydrobenzofuranen und Isochroman-1-onen / Jeanne Katrin Fronert." Aachen : Hochschulbibliothek der Rheinisch-Westfälischen Technischen Hochschule Aachen, 2015. http://d-nb.info/1080490825/34.

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Bekkaye, Mathieu. "Développement de méthodologies pour l'α,β-fonctionnalisation d 'amines : Synthèse et application d'organocatalyseurs rigides à squelette spirobiindane." Thesis, Paris 11, 2014. http://www.theses.fr/2014PA112119.

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Cette thèse se divise en trois parties. La première partie concerne nos approches vers la fonctionnalisation régiosélective d’imines, générées in situ dans le milieu réactionnel. En particulier, nous avons développé une méthode de synthèse d’α-amidosulfures qui furent ensuite utilisés comme plateforme pour accéder à des α-aryles amines aliphatiques par réaction de Friedel-Crafts déclenchée par du NIS. La seconde partie de ce travail rapporte la synthèse de spirobiindane rigides optiquement actifs, que nous avons ensuite utilisés comme plateforme pour former des organocatalyseurs de type acides phosphoriques. Ces derniers furent ensuite exploités dans le développement d’une réaction de cycloaddition [3+2] -optionnellement amorcée par du PIDA- donnant accès à des 2,3-dihydrobenzofuranes optiquement actifs. Enfin, dans une dernière partie, deux séquences réactionnelles furent développées, donnant accès à des iodoarènes iodés : les BINIs et SPINIs ortho-diarylés. Ces structures furent engagées en organocatalyse, et ont permis d’apporter une approche rationnelle aux mécanismes d’induction asymétrique impliquant des espèces iodés hypervalentes
This thesis is divided in three parts. The first part deals with our approaches toward regioselective functionalization of in situ generated imines. In particular, we had developed a synthesis of α-amidosulfides, which were used as substrates to access aliphatics α-aryles amines through a NIS-triggered Friedel-Crafts reaction. Second part of this work describe the synthesis of spirobiindane-based organocatalysts, which were used in a [3+2] cycloaddition - optionally triggered with PIDA - leading to optically actives 2,3-dihydrobenzofurans. Finally, two synthetic pathways were developed to form new class of aryliodides: diaryls BINIs & SPINIs. Those scaffolds were exploited to bring a rational explanation of chirality transfer in reactions using hypervalent iodine species
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Books on the topic "Dihydrobenzofuran"

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Yoon, Hyung. Palladium and Nickel Catalyzed Transformations Forming Functionalized Dihydroisoquinolinones, Chromans, Dihydrobenzofurans and Oxindoles. Springer International Publishing AG, 2020.

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Book chapters on the topic "Dihydrobenzofuran"

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Vogt, J. "697 C8H8O 2,3-Dihydrobenzofuran." In Asymmetric Top Molecules. Part 3, 214. Berlin, Heidelberg: Springer Berlin Heidelberg, 2011. http://dx.doi.org/10.1007/978-3-642-14145-4_119.

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Morimoto, Masanori. "Insect Antifeedant Activities and Preparation of Dihydrobenzofurans from Cyperus spp." In ACS Symposium Series, 11–21. Washington, DC: American Chemical Society, 2018. http://dx.doi.org/10.1021/bk-2018-1294.ch003.

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Itoh, Toshiyuki, Kimio Kawai, Shuichi Hayase, and Hiroyuki Ohara. "Synthesis of Optically Active 2,3-Dihydrobenzofuran Derivatives through a Combination Strategy of Iron(III)-Catalyzed Reaction and Enzymatic Reaction." In 19th International Congress on Heterocyclic Chemistry, 188. Elsevier, 2003. http://dx.doi.org/10.1016/b978-0-08-044304-1.50180-5.

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"2-{2′-(1-Hydroxy-1-methylethyl)-7′-prenyl-2′,3′-dihydrobenzofuran}-5′-yl-7-hydroxy-8-prenyl-chroman-4-one." In Natural Compounds, 265. New York, NY: Springer New York, 2013. http://dx.doi.org/10.1007/978-1-4614-0535-1_615.

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Engler, Thomas A. "Stereo- and enantiospecific reactions of 1,4-benzoquinones with styrenyl systems: Stereoselective syntheses of neolignans, pterocarpans and several naturally occurring 2-aryl-2,3-dihydrobenzofuran systems." In Stereoselective Synthesis (Part J), 547–69. Elsevier, 1995. http://dx.doi.org/10.1016/s1572-5995(06)80062-1.

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Conference papers on the topic "Dihydrobenzofuran"

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Bernal, F., M. Kaiser, and T. Schmidt. "Synthesis and docking studies of dihydrobenzofuran neolignan analogues as antileishmanial agents." In GA 2017 – Book of Abstracts. Georg Thieme Verlag KG, 2017. http://dx.doi.org/10.1055/s-0037-1608221.

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Reports on the topic "Dihydrobenzofuran"

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Rozhkov, Roman Vladimirovich. Synthesis of Dihydrobenzofurans via Palladium-Catalyzed Heteroannulations. Office of Scientific and Technical Information (OSTI), January 2004. http://dx.doi.org/10.2172/835297.

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