Gold/Copper-Co-catalyzed Tandem Reactions of 2-Alkynylanilines: A Synthetic Strategy for the C2-Quaternary Indolin-3-ones

被引:54
|
作者
Li, Yi-Jin [1 ]
Yan, Na [1 ]
Liu, Chun-Hua [1 ]
Yu, Yang [1 ]
Zhao, Yu-Long [1 ]
机构
[1] Northeast Normal Univ, Fac Chem, Jilin Prov Key Lab Organ Funct Mol Design & Synth, Changchun 130024, Peoples R China
关键词
AEROBIC OXYGENATION; EFFICIENT SYNTHESIS; INDOLE ALKALOIDS; REARRANGEMENT; CASCADE; CONCISE; DERIVATIVES; OXIDATION; ACCESS; ROUTE;
D O I
10.1021/acs.orglett.7b00200
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new strategy for direct and highly efficient synthesis of 2,3'-bisindolin-3-ones has been developed via a gold/copper-co-catalyzed tandem reactions of 2-alkynylanilines using TBHP as the terminal oxidant and oxygen-atom source. The single-step process involves a novel tandem intermolecular nucleophilic addition, intramolecular cyclization/oxidative cross-dehydrogenative coupling where up to four new bonds and two indole rings were created simultaneously in one-pot manner. The reaction features a broad substrate scope, good functional group tolerance, and high atom-economy.
引用
收藏
页码:1160 / 1163
页数:4
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