A NEW PREPARATION OF HIGHLY FUNCTIONALIZED AROMATIC AND HETEROAROMATIC ZINC AND COPPER ORGANOMETALLICS

被引:121
作者
MAJID, TN [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)97635-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized aromatic iodides possessing an ester, cyano, chloride or keto group can be converted to arylzinc iodides by reaction with zinc in DMF or DMAC. After transmetallation to the corresponding arylcopper, they react with several electrophiles such as enongs, allylic halides and benzoyl chloride to afford highly functionalized aromatic compounds. Extension to the preparation of polyfunctionalized heteroaromatic zinc iodides and to an alkenylzinc iodide was also successful, although the zinc insertion to a pure (E)-alkenyl iodide furnished an E/Z mixture of alkenyl zinc iodides. © 1990.
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收藏
页码:4413 / 4416
页数:4
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