Pd-Catalyzed Domino Synthesis of Internal Alkynes Using Triarylbismuths as Multicoupling Organometallic Nucleophiles

被引：110

作者：

Rao, Maddali L. N. ^{[1
]}

Jadhav, Deepak N. ^{[1
]}

Dasgupta, Priyabrata ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 09期

关键词：

CROSS-COUPLING REACTIONS; ORGANOBISMUTH REAGENTS; SONOGASHIRA REACTIONS; 1,1-DIBROMO-1-ALKENES; BROMIDES; CONVERSION; CHLORIDES; ALKENES;

D O I：

10.1021/ol1004164

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The domino coupling reaction of 1,1-dibromo-1-alkenes with triarylbismuth nucleophiles has been demonstrated to furnish disubstituted alkynes directly under catalytic palladium conditions. The couplings of triarylbismuths as multicoupling nucleophiles with 3 equiv of 1,1-dibromo-1alkenes are very fast, affording high yields of alkynes in a short reaction time. Thus, an efficient domino process has been accomplished using 1,1-dibromo-1-alkenes as surrogates for internal alkyne synthesis in couplings with triarylbismuths in a one-pot operation.

引用

页码：2048 / 2051

页数：4

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