Employing carboxylic acids in aryne multicomponent coupling triggered by aziridines/azetidines

被引：36

作者：

Roy, Tony ^{[1
]}

Bhojgude, Sachin Suresh ^{[1
]}

Kaicharla, Trinadh ^{[1
]}

Thangaraj, Manikandan ^{[1
]}

Garai, Bikash ^{[2
]}

Biju, Akkattu T. ^{[1
]}

机构：

[1] CSIR Natl Chem Lab, Organ Chem Div, Pune 411008, Maharashtra, India

[2] CSIR Natl Chem Lab, Phys & Mat Chem Div, Pune 411008, Maharashtra, India

来源：

ORGANIC CHEMISTRY FRONTIERS | 2016年 / 3卷 / 01期

关键词：

TRICHLOROALKYL PHENYL ETHERS; TERMINAL ALKYNES; POLYSUBSTITUTED PYRIDINES; STRAIGHTFORWARD SYNTHESIS; 3-COMPONENT REACTION; N-HETEROAROMATICS; CARBON-DIOXIDE; O-ARYLATION; BENZYNE; BOND;

D O I：

10.1039/c5qo00328h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The transition-metal-free aryne multicomponent coupling (MCC) involving carboxylic acids initiated by aziridines/azetidines has been reported. The use of aziridines as nucleophiles afforded N-aryl beta-amino alcohol derivatives and the application of azetidines as nucleophilic triggers furnished N-aryl gamma-amino alcohol derivatives in moderate to good yields. These reactions proceed under mild conditions and result in the formation of a new carbon-nitrogen bond and a new carbon-oxygen bond. The utility of carboxylic acids in aryne MCCs has been demonstrated, and the synthetic potential of phenols as acid surrogates in the present aryne MCCs has been realized.

引用

页码：71 / 76

页数：6

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