Ni-Catalyzed Redox-Neutral Ring-Opening/Radical Addition/Ring-Closing Cascade of Cycloketone Oxime Esters and Vinyl Azides

被引：66

作者：

Tang, Yu-Qi ^{[1
,2
]}

Yang, Jun-Cheng ^{[1
,2
]}

Wang, Le ^{[3
]}

Fan, Mingjin ^{[3
]}

Guo, Li-Na ^{[1
,2
]}

机构：

[1] Xi An Jiao Tong Univ, Dept Chem, Sch Sci, Xian Key Lab Sustainable Energy Mat Chem, Xian 710049, Shaanxi, Peoples R China

[2] Xi An Jiao Tong Univ, MOE Key Lab Nonequilibrium Synth & Modulat Conden, Xian 710049, Shaanxi, Peoples R China

[3] Baoji Univ Arts & Sci, Coll Chem & Chem Engn, Shaanxi Key Lab Phytochem, Baoji 721013, Shaanxi, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 13期

关键词：

CYCLOBUTANONE O-BENZOYLOXIMES; C-H CYANOALKYLATION; RADICAL CYCLIZATION; IMINYL RADICALS; BOND-CLEAVAGE; METAL-FREE; ALKENES; NITRILES;

D O I：

10.1021/acs.orglett.9b01773

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nickel-catalyzed iminyl radical-triggered C-C bond cleavage/radical addition/cyclization cascade of oxime esters and vinyl azides is described. This protocol enables rapid access to the cyanoalkylated 3,4-dihydro-2H-pyrroles and phenanthridines in good yields via adjustment of the substrate's properties. Moreover, these reactions proceed under mild and redox-neutral conditions with a board substrate scope and excellent functional group tolerance.

引用

页码：5178 / 5182

页数：5

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