Catalyst-Driven Scaffold Diversity: Selective Synthesis of Spirocycles, Carbazoles and Quinolines from Indolyl Ynones

被引：118

作者：

Liddon, John T. R. ^{[1
]}

James, Michael J. ^{[1
]}

Clarke, Aimee K. ^{[1
]}

O'Brien, Peter ^{[1
]}

Taylor, Richard J. K. ^{[1
]}

Unsworth, William P. ^{[1
]}

机构：

[1] Univ York, York YO24 4PP, N Yorkshire, England

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 26期

基金：

英国工程与自然科学研究理事会;

关键词：

carbazoles; catalysis; diversity; quinolines; spirocycles; DIVERGENT SYNTHESIS; ORIENTED SYNTHESIS; CYCLIZATION; DEAROMATIZATION; DERIVATIVES; ANNULATION; MIGRATION; INDOLENINES; COMPLEXES; EFFICIENT;

D O I：

10.1002/chem.201601836

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Medicinally relevant spirocyclic indolenines, carbazoles and quinolines can each be directly synthesised selectively from common indolyl ynone starting materials by catalyst variation. The high yielding, divergent reactions all proceed by an initial dearomatising spirocyclisation reaction to generate an intermediate vinyl-metal species, which then rearranges selectively by careful choice of catalyst and reaction conditions.

引用

页码：8777 / 8780

页数：4

共 61 条

[1] Two-and Three-dimensional Rings in Drugs [J].