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作为氮杂环卡宾前体的不对称4,5-二取代咪唑盐的多组分合成:在钯催化交叉偶联反应中的应用

Multicomponent Synthesis of Unsymmetrical 4,5-Disubstituted Imidazolium Salts as N-Heterocyclic Carbene Precursors: Applications in Palladium-Catalyzed Cross-Coupling Reactions.

作者信息

Wang Jiwei, Cheng Xiang, Liu Ye, Zhang Jun

机构信息

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry & Molecular Engineering, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, China.

Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.

出版信息

J Org Chem. 2021 May 7;86(9):6278-6288. doi: 10.1021/acs.joc.1c00075. Epub 2021 Apr 28.

DOI:10.1021/acs.joc.1c00075
PMID:33908783
Abstract

Various novel (a)chiral 4,5-disubstituted 1-aryl-3-alkyl-imidazolium salts were synthesized via the multicomponent reaction of diketone derivatives, sterically congested arylamines, and alkylamines. Moreover, two novel unsymmetrical bulky cycloalkyl-based NHC-Pd complexes proved highly active as catalysts for Suzuki-Miyaura and Negishi cross-coupling reactions.

摘要

通过二酮衍生物、空间位阻芳胺和烷基胺的多组分反应合成了各种新型的(手性或非手性的)4,5-二取代-1-芳基-3-烷基咪唑盐。此外,两种新型的基于大环烷基的不对称NHC-Pd配合物被证明是铃木-宫浦和根岸交叉偶联反应的高效催化剂。

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