Gold(I)-Catalyzed Tandem Cyclization-Selective Migration Reaction of 1,3-Dien-5-ynes: Regioselective Synthesis of Highly Substituted Benzenes

被引：45

作者：

Garcia-Garcia, Patricia ^{[1
]}

Martinez, Alberto ^{[1
]}

Sanjuan, Ana M. ^{[1
]}

Fernandez-Rodriguez, Manuel A. ^{[1
]}

Sanz, Roberto ^{[1
]}

机构：

[1] Univ Burgos, Fac Ciencias, Dept Quim, Area Quim Organ, Burgos 09001, Spain

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 18期

关键词：

AROMATIC ENYNES; GOLD CATALYSIS; SKELETAL REARRANGEMENT; 1,2-INDOLE MIGRATIONS; 1,2-ALKYL MIGRATION; CYCLOISOMERIZATION; NAPHTHALENES; DERIVATIVES; EFFICIENT; 3-SILYLOXY-1,5-ENYNES;

D O I：

10.1021/ol202129n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly substituted benzene derivatives have been easily prepared in a regioselective way from readily available 1,3-hexadien-5-ynes through a gold(I)-catalyzed tandem reaction. The process involves an initial cyclization followed by a selective Wagner-Meerwein shift in which the migration preference seems to be determined by the ability to stabilize a positive charge.

引用

页码：4970 / 4973

页数：4

共 38 条

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