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Artigos de revistas sobre o tema "N-Aryl aldimines"

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Autor: Grafiati

Publicado: 25 de maio de 2024

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1

Beng, Timothy K., Jorge Garcia, Jane Eichwald e Claire Borg. "Introducing a sulfone-embedded anhydride to the anhydride-imine reaction for the modular synthesis of N-heterocyclic sulfones bearing vicinal stereocenters". RSC Advances 13, n.º 21 (2023): 14355–60. http://dx.doi.org/10.1039/d3ra01812a.

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2

Denmark, Scott, e Hyung Chi. "Synthesis of 2-Alkenyl-Tethered Anilines". Synthesis 49, n.º 13 (4 de maio de 2017): 2873–88. http://dx.doi.org/10.1055/s-0036-1589002.

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Three general routes for the synthesis of (E)-2-alkenyl-tethered anilines have been developed. The first route involves a 3-aza-Cope rearrangement of N-allylic anilines in the presence of a Lewis acid. The requisite N-allylic anilines were prepared by the addition of vinylmagnesium reagents to the corresponding aldimines. The second route details a direct cross-metathesis of 2-allylic or 2-homoallylic anilines with styrenes. The third route involves a palladium-catalyzed C–N cross-coupling of aryl halides. Taken together, these three strategies allowed access to the requisite aniline substrates with pendant alkenes at the 2-position with excellent trans selectivities.

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3

Li, Yang, Bi-Jie Li, Wen-Hua Wang, Wei-Ping Huang, Xi-Sha Zhang, Kang Chen e Zhang-Jie Shi. "Rhodium-Catalyzed Direct Addition of Aryl CH Bonds to N-Sulfonyl Aldimines". Angewandte Chemie International Edition 50, n.º 9 (26 de janeiro de 2011): 2115–19. http://dx.doi.org/10.1002/anie.201007464.

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4

Li, Yang, Bi-Jie Li, Wen-Hua Wang, Wei-Ping Huang, Xi-Sha Zhang, Kang Chen e Zhang-Jie Shi. "Rhodium-Catalyzed Direct Addition of Aryl CH Bonds to N-Sulfonyl Aldimines". Angewandte Chemie 123, n.º 9 (26 de janeiro de 2011): 2163–67. http://dx.doi.org/10.1002/ange.201007464.

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5

Seth, Dipravath Kumar, e Samaresh Bhattacharya. "Copper(I) complexes of N-(aryl)pyridine-2-aldimines: Spectral, electrochemical and catalytic properties". Polyhedron 30, n.º 15 (setembro de 2011): 2438–43. http://dx.doi.org/10.1016/j.poly.2011.05.037.

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6

Li, Yang, Bi-Jie Li, Wen-Hua Wang, Wei-Ping Huang, Xi-Sha Zhang, Kang Chen e Zhang-Jie Shi. "ChemInform Abstract: Rhodium-Catalyzed Direct Addition of Aryl C-H Bonds to N-Sulfonyl Aldimines." ChemInform 42, n.º 26 (3 de junho de 2011): no. http://dx.doi.org/10.1002/chin.201126087.

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7

Zhao, Gui-Ling, e Min Shi. "Baylis–Hillman reactions of N-tosyl aldimines and aryl aldehydes with 3-methylpenta-3,4-dien-2-one". Organic & Biomolecular Chemistry 3, n.º 20 (2005): 3686. http://dx.doi.org/10.1039/b510572b.

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8

Paul, Piyali, e Samaresh Bhattacharya. "Iridium mediated N–H and C–H bond activation of N-(aryl)pyrrole-2-aldimines. Synthesis, structure and, spectral and electrochemical properties". Journal of Organometallic Chemistry 713 (agosto de 2012): 72–79. http://dx.doi.org/10.1016/j.jorganchem.2012.04.023.

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9

Mitra, Kamala, Subhendu Biswas, Shyamal Kumar Chattopadhyay, C. Robert Lucas e Bibhutosh Adhikary. "Synthesis and X-ray Crystal Structures of Two Luminescent Imidazopyridinium Derivatives from the Corresponding N-(aryl)-Pyridine-2-aldimines". Journal of Chemical Crystallography 37, n.º 8 (21 de junho de 2007): 567–71. http://dx.doi.org/10.1007/s10870-007-9212-y.

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10

Curti, Claudio, Lucia Battistini, Beatrice Ranieri, Giorgio Pelosi, Gloria Rassu, Giovanni Casiraghi e Franca Zanardi. "ChemInform Abstract: anti-Selective, Catalytic Asymmetric Vinylogous Mukaiyama Mannich Reactions of Pyrrole-Based Silyl Dienolates with N-Aryl Aldimines." ChemInform 42, n.º 27 (9 de junho de 2011): no. http://dx.doi.org/10.1002/chin.201127115.

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11

Ishiyama, Tatsuo, e John Hartwig. "ChemInform Abstract: A Heck-Type Reaction Involving Carbon-Heteroatom Double Bonds. Rhodium(I)-Catalyzed Coupling of Aryl Halides with N-Pyrazyl Aldimines." ChemInform 32, n.º 16 (17 de abril de 2001): no. http://dx.doi.org/10.1002/chin.200116114.

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12

Tomaszewski, MJ, J. Warkentin e NH Werstiuk. "Free-Radical Chemistry of Imines". Australian Journal of Chemistry 48, n.º 2 (1995): 291. http://dx.doi.org/10.1071/ch9950291.

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Aryl radicals bearing an aldimino functional group as part of an ortho substituent cyclized by addition to C and/or N of the imino group. When the choice was between 5-exo closure to C and 6-endo closure to N, the former predominated. However, 6-endo closure to C predominated over 5-exo cyclization to N in isomeric imines. Absolute values of cyclization rate constants were determined and an explanation for the unusual 6-endo preference is offered. Chiral induction in 6-endo cyclization to C of an aldimine from D-glyceraldehyde acetonide was observed, and its sense was determined.

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13

Dey, Bikash Kali, Jayita Dutta, Michael G. B. Drew e Samaresh Bhattacharya. "Chloro-ruthenium complexes with carbonyl and N-(aryl)pyridine-2-aldimines as ancillary ligands. Synthesis, characterization and catalytic application in C–C cross-coupling of arylaldehydes with arylboronic acids". Journal of Organometallic Chemistry 750 (janeiro de 2014): 176–84. http://dx.doi.org/10.1016/j.jorganchem.2013.11.019.

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14

Dey, Bikash Kali, Jayita Dutta, Michael G. B. Drew e Samaresh Bhattacharya. "ChemInform Abstract: Chloro-Ruthenium Complexes with Carbonyl and N-(Aryl)pyridine-2-aldimines as Ancillary Ligands. Synthesis, Characterization and Catalytic Application in C-C Cross-Coupling of Arylaldehydes with Arylboronic Acids." ChemInform 45, n.º 30 (10 de julho de 2014): no. http://dx.doi.org/10.1002/chin.201430081.

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15

Crousse, Benoît, Jean-Pierre Bégué e Danièle Bonnet-Delpon. "Synthesis of 2-CF3-Tetrahydroquinoline and Quinoline Derivatives from CF3-N-Aryl-aldimine". Journal of Organic Chemistry 65, n.º 16 (agosto de 2000): 5009–13. http://dx.doi.org/10.1021/jo9918807.

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16

Goswami, Sreebrata, Wancydora Kharmawphlang, Alok K. Deb e Shie-Ming Peng. "Monovalent copper complexes of N-aryl-pyridine-2-aldimine. synthesis, characterization and structure". Polyhedron 15, n.º 20 (julho de 1996): 3635–41. http://dx.doi.org/10.1016/0277-5387(96)00065-4.

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17

Wang, Shang-Hua, e Rong-Jie Chein. "(Thiolan-2-yl)diphenylmethyl benzyl ether/N,N′-diarylurea cocatalyzed asymmetric aziridination of cinnamyl bromide and aryl aldimine". Tetrahedron 72, n.º 21 (maio de 2016): 2607–15. http://dx.doi.org/10.1016/j.tet.2014.12.063.

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18

Lucas, C. Robert, Kamala Mitra, Subhendu Biswas, Shyamal Kumar Chattopadhyay e Bibhutosh Adhikary. "Synthesis, spectroscopy and redox properties of mononuclear manganese(II) and manganese(IV) complexes with N-(aryl)-pyridine-2-aldimine (L) and its amide derivatives. X-ray structural characterization of [Mn(MeL)2(NCS)2] (MeL = N-(4-methylphenyl)-pyridine-2-aldimine)". Transition Metal Chemistry 30, n.º 2 (março de 2005): 185–90. http://dx.doi.org/10.1007/s11243-004-3225-6.

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19

Nath Mitra, Kedar, Subrata Choudhury, Sreebrata Goswami e Shie-Ming Peng. "A family of mixed ligand complexes of RuII-L [L = N-aryl-pyridine-2-aldimine], their reactions, isolation and characterization. X-ray crystal structure of [Ru(pic)(L1)2][ClO4]· CH2Cl2 [pic= 2-picolinate ion]". Polyhedron 16, n.º 10 (março de 1997): 1605–14. http://dx.doi.org/10.1016/s0277-5387(96)00482-2.

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20

Mishra, Dipankar, Subhendu Naskar, Bibhutosh Adhikary, Raymond J. Butcher e Shyamal Kumar Chattopadhyay. "Synthesis, spectroscopic and electrochemical properties of some heteroleptic tris-chelates of ruthenium (II) involving 2,2′-bipyridine (bpy) and N-(aryl) pyridine-2-aldimine(L): X-ray crystal structures of [Ru(bpy)(L2)2](ClO4)2·H2O and 3-N(4-tolyl) imidazo [1,5a] pyridinium perchlorate". Polyhedron 24, n.º 2 (janeiro de 2005): 201–8. http://dx.doi.org/10.1016/j.poly.2004.11.011.

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21

"Stereoselective Vinylation of Aryl N-(2-Pyridylsulfonyl) Aldimines". Synfacts 8, n.º 03 (20 de fevereiro de 2012): 0308. http://dx.doi.org/10.1055/s-0031-1290214.

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22

Chandra, Anushri, Papu Dhibar, Pragna Dutta, Piyali Paul e Samaresh Bhattacharya. "N-(aryl)pyrrole-2-aldimine complexes of ruthenium: Synthesis, structure and, spectral and electrochemical properties". New Journal of Chemistry, 2023. http://dx.doi.org/10.1039/d2nj05295d.

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Abstract: Reaction of [Ru(dmso)4Cl2] with N-(4′-R-phenyl)pyrrole-2-aldimines (abbreviated as HL-R; where H depicts the dissociable pyrrole N-H proton and R = OCH3, CH3, H and Cl) in refluxing toluene in the...

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23

Deng, Yu-Qin, Qi-Qi Yan, Ting-Ting Zhang, Yi Zhou, Cheng-Yu He e Quan-Zhong Liu. "Copper-Catalyzed Asymmetric Allylation of N-Aryl Aldimines". Journal of Organic Chemistry, 11 de dezembro de 2023. http://dx.doi.org/10.1021/acs.joc.3c02035.

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24

Li, Zhenjiang, Xinhua Ren, Yuhu Shi e Pingkai Ouyang. "Practical and General Entry to N-Tosyl Aryl Aldimines Promoted by Sulfamic Acid in Water and Alcohol." ChemInform 38, n.º 31 (31 de julho de 2007). http://dx.doi.org/10.1002/chin.200731059.

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25

Esquivias, Jorge, Ramon Gomez Arrayas e Juan Carlos Carretero. "ChemInform Abstract: Alkylation of Aryl N-(2-Pyridylsulfonyl)aldimines with Organozinc Halides: Conciliation of Reactivity and Chemoselectivity." ChemInform 39, n.º 15 (8 de abril de 2008). http://dx.doi.org/10.1002/chin.200815070.

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26

Chen, Donghuang, Clément Lepori, Régis Guillot, Richard Gil, Sophie Bezzenine e Jérôme Hannedouche. "A Rationally Designed Iron(II) Catalyst for C(sp3)−C(sp2) and C(sp3)−C(sp3) Suzuki−Miyaura Cross‐Coupling". Angewandte Chemie International Edition, 22 de maio de 2024. http://dx.doi.org/10.1002/anie.202408419.

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Despite the paramount importance of the Suzuki‐Miyaura coupling (SMC) in academia and industry, and the great promise of iron to offer sustainable catalysis, iron‐catalyzed SMC involving sp3‐hybridized partners is still in its infancy. We herein report the development of a versatile, well‐defined electron‐deficient anilido‐aldimine iron(II) catalyst. This catalyst effectively performed C(sp3)‐C(sp2) and C(sp3)‐C(sp3) SMC of alkyl halide electrophiles and (hetero)aryl boronic ester and alkyl borane nucleophiles respectively, in the presence of a lithium amide base. These couplings operated under mild reaction conditions and displayed wide functional group compatibility including various medicinally relevant N‐, O‐ and S‐based heterocycles. They also tolerated primary, secondary and tertiary alkyl halides (Br, Cl, I), electron‐neutral, ‐rich and ‐poor boronic esters and primary and secondary alkyl boranes. Our methodology could be directly and efficiently applied to synthesize key intermediates relevant to pharmaceuticals and a potential drug candidate. For C(sp3)‐C(sp2) couplings, radical probe experiments militated in favor of a carbon‐centered radical derived from the electrophile. At the same time, reactions run with a pre‐formed activated boron nucleophile coupled to competition experiments supported the involvement of neutral, rather than an anionic, (hetero)aryl boronic ester in the key transmetalation step.

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27

Chen, Donghuang, Clément Lepori, Régis Guillot, Richard Gil, Sophie Bezzenine e Jérôme Hannedouche. "A Rationally Designed Iron(II) Catalyst for C(sp3)−C(sp2) and C(sp3)−C(sp3) Suzuki−Miyaura Cross‐Coupling". Angewandte Chemie, 22 de maio de 2024. http://dx.doi.org/10.1002/ange.202408419.

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Despite the paramount importance of the Suzuki‐Miyaura coupling (SMC) in academia and industry, and the great promise of iron to offer sustainable catalysis, iron‐catalyzed SMC involving sp3‐hybridized partners is still in its infancy. We herein report the development of a versatile, well‐defined electron‐deficient anilido‐aldimine iron(II) catalyst. This catalyst effectively performed C(sp3)‐C(sp2) and C(sp3)‐C(sp3) SMC of alkyl halide electrophiles and (hetero)aryl boronic ester and alkyl borane nucleophiles respectively, in the presence of a lithium amide base. These couplings operated under mild reaction conditions and displayed wide functional group compatibility including various medicinally relevant N‐, O‐ and S‐based heterocycles. They also tolerated primary, secondary and tertiary alkyl halides (Br, Cl, I), electron‐neutral, ‐rich and ‐poor boronic esters and primary and secondary alkyl boranes. Our methodology could be directly and efficiently applied to synthesize key intermediates relevant to pharmaceuticals and a potential drug candidate. For C(sp3)‐C(sp2) couplings, radical probe experiments militated in favor of a carbon‐centered radical derived from the electrophile. At the same time, reactions run with a pre‐formed activated boron nucleophile coupled to competition experiments supported the involvement of neutral, rather than an anionic, (hetero)aryl boronic ester in the key transmetalation step.

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28

Wang, Shang-Hua, e Rong-Jie Chein. "ChemInform Abstract: (Thiolan-2-yl)diphenylmethyl Benzyl Ether/N,N′-Diarylurea Cocatalyzed Asymmetric Aziridination of Cinnamyl Bromide and Aryl Aldimine". ChemInform 47, n.º 38 (setembro de 2016). http://dx.doi.org/10.1002/chin.201638022.

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