Substituted 1-allyl-2-allenylbenzenes via palladium-catalyzed allylallenylation of benzyne derivatives

被引:26
作者
Jeganmohan, M [1 ]
Cheng, CH [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
来源
SYNTHESIS-STUTTGART | 2005年 / 10期
关键词
1,6-enynes; allylalkylation; palladium; benzyne; allylic chlorides; alkynylstannanes;
D O I
10.1055/s-2005-869966
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for the synthesis of 1-allyl-2-allenyl benzenes via palladium-catalyzed three-component assembly of benzynes, allyl chlorides, and allenylstannanes is described. Substituted benzyne precursors 1a-e undergo three-component assembly with various allylic chlorides 2a-e and allenylstannanes in the presence of Pd(dba)(2)/dppe (5 mol%), and cesium fluoride in acetonitrile at ambient temperature affording 1-allyl-2-allenyl benzenes 4a-k in good to excellent yields. The possible mechanism for the present catalytic reaction is proposed.
引用
收藏
页码:1693 / 1697
页数:5
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