Bibliographies thématiques / Metal-Mediated Intramolecular Cyclization of Pyridino-alkynes

Littérature scientifique sur le sujet « Metal-Mediated Intramolecular Cyclization of Pyridino-alkynes »

Auteur : Grafiati
Publié le 6 septembre 2023

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Articles de revues sur le sujet "Metal-Mediated Intramolecular Cyclization of Pyridino-alkynes"

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Balme, Geneviève, Didier Bouyssi et Nuno Monteiro. « Palladium-mediated cascade or multicomponent reactions : A new route to carbo- and heterocyclic compounds ». Pure and Applied Chemistry 78, no 2 (1 janvier 2006) : 231–39. http://dx.doi.org/10.1351/pac200678020231.

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In recent years, new processes based on transition-metal-mediated intramolecular addition reaction of heteronucleophiles and stabilized carbon nucleophiles to unactivated alkenes and alkynes have been developed in our laboratory. In this article, we summarize a number of recent synthetic applications of these new processes. Emphasis is placed on the development of multicomponent reactions based on a Pd-mediated intramolecular cyclization coupled with a carbon-carbon bond-forming reaction. Applications of this methodology to the synthesis of natural lignans are also reported.
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Wang, Zhi-Qiang, Kun Xu, Xu Zhang, Ting Li, Shao-Long Zheng, Lin-Tao Yu, Wu-Tao Mao, Chang-Zhong Chen et Li-Ya Wang. « A new route to naphthyl ketones via copper-mediated intramolecular aerobic oxidative cyclization of alkynes and sulfonylcrotonates ». RSC Advances 6, no 106 (2016) : 103919–22. http://dx.doi.org/10.1039/c6ra23244b.

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Tan, Tong-De, Yang-Bo Chen, Xin-Yang Fan et Long-Wu Ye. « Recent Progress in the Copper-Catalyzed Cascade Cyclization Involving Intramolecular Hydroamination of Terminal Alkynes ». Synlett 30, no 18 (30 juillet 2019) : 2035–40. http://dx.doi.org/10.1055/s-0037-1611903.

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Transition-metal-catalyzed cascade cyclization initiated by intramolecular alkyne hydroamination has received considerable attention over the past decade and has been widely used in the rapid construction of a diverse array of valuable complex N-heterocycles. Recent progress in this area is reviewed with an emphasis on the cheap and environmentally benign copper-catalyzed cascade cyclization of terminal alkynes.
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Gu, Guangxin, Hao Guo, Yang Li, Yu Wang, Dawen Xu et Ruiwen Jin. « AlCl3-Catalyzed Intramolecular Hydroarylation of Arenes with Alkynes ». Synlett 28, no 16 (6 juillet 2017) : 2159–62. http://dx.doi.org/10.1055/s-0036-1588479.

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Herein, we wish to report the main-group metal Lewis acid catalyzed intramolecular hydroarylation of arenes with alkynes. This cyclization proceeds efficiently in the presence of a catalytic amount of AlCl3, affording phenanthrenes in moderate to excellent yields. The catalyst is cheap and nontoxic. The functional-group tolerance is high. A plausible electrophilic aromatic substitution reaction mechanism is proposed for this transformation.
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Echavarren, Antonio M., María Méndez, M. P. Muñoz, C. Nevado, Belén Martín-Matute, C. Nieto-Oberhuber et D. J. Cárdenas. « Metal cyclopropyl carbenes in the reactions of alkynes with alkenes and furans ». Pure and Applied Chemistry 76, no 3 (1 janvier 2004) : 453–63. http://dx.doi.org/10.1351/pac200476030453.

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Electrophilic transition-metal complexes catalyze the reaction of enynes in the presence of water or alcohols to give hydroxy- or alkoxycyclization derivatives. The reaction proceeds by the anti addition of the alkene and the metal to the alkyne. The key intermediates in this reaction are cyclopropyl metal carbenes, which are also probably involved in the metathesis-type rearrangement of enynes. A general scheme is proposed for the cyclization of enynes initiated by the coordination of the metal to the enyne by transition metals, which included 5-exo -dig and 6-endo -dig pathways. The intramolecular reaction of furans with alkynes also proceeds via cyclopropyl metal carbenes.
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Kumar, Avnish, Dharmendra Kumar Tiwari, Balasubramanian Sridhar et Pravin R. Likhar. « Unprecedented synthesis of 1,2,3-triazolo-cinnolinone via Sonogashira coupling and intramolecular cyclization ». Organic & ; Biomolecular Chemistry 16, no 26 (2018) : 4840–48. http://dx.doi.org/10.1039/c8ob01152d.

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Sun, Qiu, Ling He, Jiaxin Cheng, Ze Yang, Yuansheng Li et Yulan Xi. « Synthesis of Isoxazolines and Isoxazoles via Metal-Free Desulfitative Cyclization ». Synthesis 50, no 12 (14 mai 2018) : 2385–93. http://dx.doi.org/10.1055/s-0037-1609480.

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A novel, one-pot reaction for the synthesis of isoxazolines and isoxazoles is developed via a cascade process under metal-free conditions. The approach involves the formation of intramolecular C–N and C–O bonds and intermolecular C–C bonds from aromatic alkenes or alkynes and N-hydroxysulfonamides using hypervalent iodine(VII) and iodine as the oxidant. Activation of C–H and C–C bonds/construction of C–O bonds/elimination of SO2/C–N bond formation is achieved in sequence­ in the reaction system.
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Hasimujiang, Balati, Shengsheng Lin, Chengwei Zheng, Yong Zeng et Zhixiong Ruan. « Direct Electrooxidative Selenylation/Cyclization of Alkynes : Access to Functionalized Benzo[b]furans ». Molecules 27, no 19 (25 septembre 2022) : 6314. http://dx.doi.org/10.3390/molecules27196314.

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A mild, practical, metal and oxidant-free methodology for the synthesis of various C-3 selenylated benzo[b]furan derivatives was developed through the intramolecular cyclization of alkynes promoted with diselenides via electrooxidation. A wide range of selenium-substituted benzo[b]furan derivatives were obtained in good to excellent yields with high regioselectivity under constant current in an undivided cell equipped with carbon and platinum plates as the anode and cathode, respectively. Moreover, the convergent approach exhibited good functional group tolerance and could be easily scaled up with good efficiency, providing rapid access to a diverse range of selenylated benzo[b]furans derivatives from simple, readily available starting materials.
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Matsuo, Kazuki, Tadashi Yoshitake, Eiji Yamaguchi et Akichika Itoh. « Photoinduced Atom Transfer Radical Addition/Cyclization Reaction between Alkynes or Alkenes with Unsaturated α-Halogenated Carbonyls ». Molecules 26, no 22 (10 novembre 2021) : 6781. http://dx.doi.org/10.3390/molecules26226781.

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We have developed a photochemical ATRA/ATRC reaction that is mediated by halogen bonding interactions. This reaction is caused by the reaction of malonic acid ester derivatives containing bromine or iodine with unsaturated compounds such as alkenes and alkynes in the presence of diisopropylethylamine under visible light irradiation. As a result of various control experiments, it was found that the formation of complexes between amines and halogens by halogen-bonding interaction occurs in the reaction system, followed by the cleavage of the carbon–halogen bonds by visible light, resulting in the formation of carbon radicals. In this reaction, a variety of substrates can be used, and the products, cyclopentenes and cyclopentanes, were obtained by intermolecular addition and intramolecular cyclization.
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Yang, Shiyi, Tongliang Zhou, Xiang Yu et Michal Szostak. « Ag–NHC Complexes in the p-Activation of Alkynes ». Molecules 28, no 3 (18 janvier 2023) : 950. http://dx.doi.org/10.3390/molecules28030950.

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Silver–NHC (NHC = N-heterocyclic carbene) complexes play a special role in the field of transition-metal complexes due to (1) their prominent biological activity, and (2) their critical role as transfer reagents for the synthesis of metal-NHC complexes by transmetalation. However, the application of silver–NHCs in catalysis is underdeveloped, particularly when compared to their group 11 counterparts, gold–NHCs (Au–NHC) and copper–NHCs (Cu–NHC). In this Special Issue on Featured Reviews in Organometallic Chemistry, we present a comprehensive overview of the application of silver–NHC complexes in the p-activation of alkynes. The functionalization of alkynes is one of the most important processes in chemistry, and it is at the bedrock of organic synthesis. Recent studies show the significant promise of silver–NHC complexes as unique and highly selective catalysts in this class of reactions. The review covers p-activation reactions catalyzed by Ag–NHCs since 2005 (the first example of p-activation in catalysis by Ag–NHCs) through December 2022. The review focuses on the structure of NHC ligands and p-functionalization methods, covering the following broadly defined topics: (1) intramolecular cyclizations; (2) CO2 fixation; and (3) hydrofunctionalization reactions. By discussing the role of Ag–NHC complexes in the p-functionalization of alkynes, the reader is provided with an overview of this important area of research and the role of Ag–NHCs to promote reactions that are beyond other group 11 metal–NHC complexes.
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