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
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
收藏
页码:8777 / 8780
页数:4
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