Light-Induced Divergent Cyanation of Alkynes Enabled by Phosphorus Radicals

被引：10

作者：

Zhang, Yanyan ^{[1
]}

Han, Yunhong ^{[2
]}

Zhu, Shengqing ^{[1
]}

Qing, Feng-Ling ^{[2
]}

Xue, Xiao-Song ^{[2
,3
]}

Chu, Lingling ^{[1
]}

机构：

[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Ctr Adv Low Dimens Mat, State Key Lab Modificat Chem Fibers & Polymer Mat, Shanghai 201620, Peoples R China

[2] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

[3] Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Chem & Mat Sci, 1 Sub Lane Xiangshan, Hangzhou 310024, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2022年 / 61卷 / 50期

基金：

中国国家自然科学基金;

关键词：

Alkynes; Cyanation; Phosphines; Photoredox Catalysis; Synthetic Methods; PHOTOREDOX CATALYSIS; UNSATURATED NITRILES; MARKOVNIKOV; ACTIVATION; GENERATION; ADDITIONS; ALKENES; CYANIDE;

D O I：

10.1002/anie.202210838

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A photochemically induced selective and divergent cyanation reaction of alkynes, enabled by phosphorus radicals, is described. With the use of simple triarylphosphine as a co-catalyst, three cyanation reactions, including di-hydrocyanation, anti-Markovnikov hydrocyanation, and domino hydrocyanation/reduction, can be divergently achieved, furnishing a wide array of alkyl dinitriles, alkenyl nitriles, and alkyl nitriles under mild conditions. Terminal and internal alkynes are applicable with high efficiency and excellent selectivity. Synthetic applications for biologically active agents and preliminary experimental and computational mechanistic studies are reported.

引用

页数：8

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