REDUCTIVE SILYLATION OF BENZOATES - CONVENIENT SYNTHESIS OF AROYLSILANES

被引:60
作者
PICARD, JP [1 ]
CALAS, R [1 ]
DUNOGUES, J [1 ]
DUFFAUT, N [1 ]
GERVAL, J [1 ]
LAPOUYADE, P [1 ]
机构
[1] UNIV BORDEAUX 1,FAC SCI,CNRS,COMPOSES ORGAN SILICIUM & ETAIN LAB,F-33405 TALENCE,FRANCE
关键词
D O I
10.1021/jo01317a024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reductive silylation of benzoates ∑-C6H4COOR (1) by means of trimethylchlorosilane/magnesium/hexamethyl-phosphorictriamide affords a very convenient synthesis of a wide variety of aroyltrimethylsilanes ∑-C6H4C(O)-SiMe3 (3). through the formation of the corresponding ketals 2 which can be isolated. Scope and limitations of this new synthesis have been studied. The intermediate ketals undergo an unusual quantitative isomerization in the presence of base and/or heat, yielding substituted disiloxanes 8. © 1979, American Chemical Society. All rights reserved.
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页码:420 / 424
页数:5
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