REACTIONS OF 2-HALOVINYL ARYL SULFOXIDES WITH ORGANOMETALLIC REAGENTS

被引:37
作者
CARDELLICCHIO, C [1 ]
FIANDANESE, V [1 ]
NASO, F [1 ]
机构
[1] UNIV BARI,DIPARTIMENTO CHIM,CNR,CTR STUDIO METODOL INNOVAT SINTESI ORGAN,VIA AMENDOLA 173,I-70126 BARI,ITALY
关键词
D O I
10.1021/jo00032a023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(E)- and (Z)-2-halovinyl aryl sulfoxides 1-4 were subjected to reactions with organocopper, organomagnesium, or organolithium reagents. The organometallic reagents gave different products: diorganocuprates led to formation of carbon-carbon bond, with production of alkenyl sulfoxides 5-10, whereas formation of carbon-sulfur bond and production of diaryl or aryl alkyl sulfoxides 11-13 were observed in the reaction with the other organometallics. Possible mechanisms for the two observed processes are briefly discussed.
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页码:1718 / 1722
页数:5
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