Cu-Catalyzed Cascades to Carbocycles: Union of Diaryliodonium Salts with Alkenes or Alkynes Exploiting Remote Carbocations

被引:134
|
作者
Zhang, Fengzhi [1 ]
Das, Shoubhik [1 ]
Walkinshaw, Andrew J. [1 ]
Casitas, Alicia [1 ]
Taylor, Michael [1 ]
Suero, Marcos G. [1 ]
Gaunt, Matthew J. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
基金
英国工程与自然科学研究理事会;
关键词
CYCLIZATION; ARYLATION; CYCLOISOMERIZATION; ALKYLATION; CATIONS; BONDS;
D O I
10.1021/ja504361y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Copper-catalyzed cascade reactions between alkenes or allcynes and diaryliodonium salts form carbocyclic products in a single step. Arylation of the unsaturated functional group is proposed to form a carbocation intermediate that facilitates hydride shift pathways to translocate the positive charge to a remote position and enables ring formation via a Friedel-Crafts-type reaction.
引用
收藏
页码:8851 / 8854
页数:4
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