A combined experimental and computational study of NHC-promoted desulfonylation of tosylated aldimines

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发布日期 2019-12-28

DOI 10.1039/C9QO01402K

影响因子 5.281

作者

Fang Sun, Tingrui Yin, Yang Wang, Anni Feng, Liuqing Yang, Wenchao Wu, Chenxia Yu, Tuanjie Li, Donghui Wei, Changsheng Yao

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摘要

NHC-catalyzed desulfonylation of tosylated aldimines provides facile access to aryl nitriles in generally good to excellent yields with good functional group compatibilities under mild reaction conditions. DFT calculations demonstrate that the reaction undergoes multiple stepwise processes including nucleophilic addition of NHC to tosylated imine, formation of an aza-Breslow intermediate, deprotonation, and dissociation of the tosyl group.

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来源期刊

Organic Chemistry Frontiers

CiteScore: 7.8

自引率: 8.7%

年发文量: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

A combined experimental and computational study of NHC-promoted desulfonylation of tosylated aldimines

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来源期刊

Organic Chemistry Frontiers

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