Transmetalation of palladium enolate and its application in palladium-catalyzed homocoupling of alkynes: A room-temperature, highly efficient route to make diynes

被引：197
作者：
Lei, AW [1 ]
Srivastava, M [1 ]
Zhang, XM [1 ]
机构：
[1] Penn State Univ, Dept Chem, Davey Lab 152, University Pk, PA 16802 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 06期
关键词：
D O I：
10.1021/jo011098i
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel pathway for the homocoupling reaction has been achieved using a similar protocol as the cross-coupling reaction. Ethyl bromoacetate is chosen to initiate the coupling reaction through oxidative addition to a Pd(0) species, and an PdBr(enolate) intermediate is formed. This intermediate can undergo double transmetalation with an alkynyl copper reagent, and reductive elimination produces a variety of diynes in high yields.
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页码：1969 / 1971
页数：3
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