Cleavage of C-C Bonds for the Synthesis of C2-Substituted Quinolines and Indoles by Catalyst-Controlled Tandem Annulation of 2-Vinylanilines and Alkynoates

被引：39

作者：

Ni, Jixiang ^{[1
]}

Jiang, Yong ^{[2
]}

An, Zhenyu ^{[1
]}

Yan, Rulong ^{[1
]}

机构：

[1] Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Lanzhou, Gansu, Peoples R China

[2] Yangtze Normal Univ, Sch Chem & Chem Engn, Chongqing, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 06期

基金：

中国国家自然科学基金;

关键词：

CARBON TRIPLE BOND; NONREARRANGED MONOTERPENOID UNIT; OXIDATIVE CLEAVAGE; HOMOPROPARGYLIC ALCOHOLS; ESTERIFICATION REACTION; CYCLOADDITION REACTIONS; SULFONYL HYDRAZIDES; AEROBIC OXYGENATION; MEDIATED SYNTHESIS; MOLECULAR-OXYGEN;

D O I：

10.1021/acs.orglett.8b00260

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The strategy for the synthesis of C2-substituted indoles and quinolines from 2-vinylanilines and alkynoates through C-C bond cleavage is developed. With these general methods, 2-substituted indoles and quinolines can be accessed via tandem Michael addition and cyclization with no requirement of oxidant. This strategy not only provides a method for the synthesis C2-substituted indoles in good yields through the simultaneous cleavage of C = C and C equivalent to C bonds under metal-free conditions but also provides a simple method for the generation of the C2-substituted quinolines in moderate yields via Pd-catalyzed C equivalent to C bond cleavage.

引用

页码：1534 / 1537

页数：4

共 75 条

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