C-C bond activation with selective functionalization: preparation of unsymmetrical biaryls from benzonitriles

被引:131
作者
Miller, JA [1 ]
机构
[1] DSM Catalytica Pharmaceut, Mt View, CA 94043 USA
关键词
D O I
10.1016/S0040-4039(01)01476-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
For the first time. benzonitriles have been shown to participate in metal-catalyzed cross coupling reactions via activation of the C-CN bond. Thus, reaction of a benzonitrile,vith an aryl Grignard derivative in the presence of a Ni catalyst can readily provide the corresponding unsymmetrical biaryl in high yield and with high selectivity. (C), 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6991 / 6993
页数:3
相关论文
共 5 条
[1]   REPLACEMENT OF BENZIDINE BY COPPER ETHYLACETOACETATE AND TETRA BASE AS SPOT-TEST REAGENT FOR HYDROGEN CYANIDE AND CYANOGEN [J].
FEIGL, F ;
ANGER, V .
ANALYST, 1966, 91 (1081) :282-&
[2]   Reversible cleavage of carbon-carbon bonds in benzonitrile using nickel(0) [J].
Garcia, JJ ;
Jones, WD .
ORGANOMETALLICS, 2000, 19 (26) :5544-5545
[3]   Synthesis and characterization of nickel(II) and palladium(II) pyrrolyl complexes and their polymerization to electroactive materials [J].
Mathis, M ;
Harsha, W ;
Hanks, TW ;
Bailey, RD ;
Schimek, GL ;
Pennington, WT .
CHEMISTRY OF MATERIALS, 1998, 10 (11) :3568-3575
[4]   Synthesis of functionally substituted unsymmetrical biaryls via a novel double metal catalyzed coupling reaction [J].
Miller, JA ;
Farrell, RP .
TETRAHEDRON LETTERS, 1998, 39 (40) :7275-7278
[5]   Catalytic cross-coupling reactions in biaryl synthesis [J].
Stanforth, SP .
TETRAHEDRON, 1998, 54 (3-4) :263-303