Organocatalytic C-C bond activation of cyclopropenones for ring-opening formal [3+2] cycloaddition with isatins

被引：39
|
作者：
Xu, Junyu [1 ]
Cao, Jing [1 ]
Fang, Chao [1 ]
Lu, Tao [1 ]
Du, Ding [1 ]
机构：
[1] China Pharmaceut Univ, Dept Organ Chem, State Key Lab Nat Med, Nanjing 210009, Jiangsu, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 04期
基金：
中国国家自然科学基金;
关键词：
CARBON-CARBON BOND; CARBENE-CATALYZED REACTIONS; CPCO-MEDIATED REACTIONS; DIELS-ALDER ADDUCT; ALKYNYL ALDEHYDES; ACCESS; ANNULATION; 1,3-DIPHENYLISOBENZOFURAN; DIPHENYLCYCLOPROPENONE; SPIROOXINDOLES;
D O I：
10.1039/c6qo00734a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Cyclopropenones were first applied as potential 3C synthons in ring-opening formal cycloaddition via an organocatalytic C-C bond activation strategy. This [3 + 2] cycloaddition of cyclopropenones with isatins catalyzed by using two different Lewis bases offers rapid access to spirooxindoles 3 and 4 regioselectively. These findings will provide helpful guidelines for further investigation of the reactivity of cyclopropenones with organocatalysis.
引用
收藏
页码：560 / 564
页数：5
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