A SIMPLE ROUTE TO C-MONOSUBSTITUTED CARBORANE DERIVATIVES

被引:102
作者
GOMEZ, FA [1 ]
HAWTHORNE, MF [1 ]
机构
[1] UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
关键词
D O I
10.1021/jo00031a016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A procedure is reported for the conversion of tert-butyldimethylsilyl chloride and closo-1,2-C2B10H12 (1) to the corresponding silylcarborane derivative 2 in 99% yield. Compound 2 served as a valuable synthon to other monosubstituted carboranyl derivatives. Lithiation and reaction at the carborane 2-vertex with a variety of mono- and difunctional electrophiles under mild conditions formed the corresponding silylated products. Subsequent deprotection with tetrabutylammonium fluoride produced the corresponding monosubstituted carborane derivatives in high yield.
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页码:1384 / 1390
页数:7
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