PREPARATION OF FUNCTIONALIZED ZINC AND COPPER ORGANOMETALLICS CONTAINING SULFUR FUNCTIONALITIES AT THE ALPHA-POSITION OR GAMMA-POSITION

被引:7
作者
ACHYUTHARAO, S [1 ]
TUCKER, CE [1 ]
KNOCHEL, P [1 ]
机构
[1] UNIV MICHIGAN,DEPT CHEM,WILLARD H DOW LABS,ANN ARBOR,MI 48109
关键词
D O I
10.1016/S0040-4039(00)97302-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Chloroalkyl phenyl sulfides 1 readily insert zinc in THF at 25-degrees-C (0.5-2 h), affording sulfur stabilized organozinc derivatives of type 2. The presence of a functional group such as an ester or a cyano group is tolerated in these organometallics. After a transmetallation to the corresponding copper reagent 3, they react with a wide range of electrophiles. Zinc and copper organometallics bearing a thiophenyl or a phenylsulfinyl group at the gamma-position have also been prepared showing the generality of our approach.
引用
收藏
页码:7575 / 7578
页数:4
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