REACTIVITY OF NITRO-ARENE AND NITROSO-ARENES WITH VINYL GRIGNARD-REAGENTS - SYNTHESIS OF 2-(TRIMETHYLSILYL)INDOLES

被引：73

作者：

BARTOLI, G ^{[1
]}

BOSCO, M ^{[1
]}

DALPOZZO, R ^{[1
]}

PALMIERI, G ^{[1
]}

MARCANTONI, E ^{[1
]}

机构：

[1] DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 11期

关键词：

D O I：

10.1039/p19910002757

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of nitrosoarenes and 1-(trimethylsilyl)vinylmagnesium bromide in dibutyl ether represents a useful tool for the synthesis of 2-(trimethylsilyl)indoles by cyclisation of benzene derivatives. The use of more common ethers as the solvent leads to large amounts of azo and azoxy derivatives. Conversely, the reaction of nitroarenes and 1-(trimethylsilyl)vinylmagnesium bromide gives conjugate addition products. The reasons for this behaviour are discussed.

引用

页码：2757 / 2761

页数：5

共 29 条

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