COBALT(II) CHLORIDE-GRIGNARD REAGENT - AN ALTERNATIVE TO TIN HYDRIDE IN ARYL RADICAL CYCLIZATIONS

被引:32
作者
CLARK, AJ [1 ]
DAVIES, DI [1 ]
JONES, K [1 ]
MILLBANKS, C [1 ]
机构
[1] KINGS COLL LONDON,DEPT CHEM,LONDON WC2R 2LS,ENGLAND
关键词
D O I
10.1039/c39940000041
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of N-methyl, N-acryloyl-2-haloanilines with anhydrous cobalt(ii) chloride and a Grignard reagent leads to formation of indol-2(3H)-ones via a reductive aryl radical cyclisation.
引用
收藏
页码:41 / 42
页数:2
相关论文
共 13 条
[1]   THIOLS AS POLARITY REVERSAL CATALYSTS FOR HYDROGEN-ATOM TRANSFER FROM ORGANOSILANES TO ALKYL RADICALS - REDUCTION OF ALKYL-HALIDES BY TRIETHYLSILANE [J].
ALLEN, RP ;
ROBERTS, BP ;
WILLIS, CR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (18) :1387-1388
[2]   CONCERNING THE MECHANISM OF THE REACTION OF LIALH4 WITH ALKYL-HALIDES [J].
ASHBY, EC ;
PHAM, TN ;
AMROLLAHMADJDABADI, A .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (04) :1596-1603
[3]   THE INVENTION OF NEW RADICAL CHAIN REACTIONS .8. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS - A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC-ACIDS [J].
BARTON, DHR ;
CRICH, D ;
MOTHERWELL, WB .
TETRAHEDRON, 1985, 41 (19) :3901-3924
[4]   COBALT-MEDIATED RADICAL REACTIONS IN ORGANIC-SYNTHESIS - OXIDATIVE CYCLIZATIONS OF ARYL AND ALKYL-HALIDES LEADING TO FUNCTIONALIZED REDUCED HETEROCYCLES AND BUTYROLACTONES [J].
BHANDAL, H ;
PATEL, VF ;
PATTENDEN, G ;
RUSSELL, JJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (10) :2691-2701
[5]   TRIS(TRIMETHYLSILYL)SILANE - A NEW REDUCING AGENT [J].
CHATGILIALOGLU, C ;
GRILLER, D ;
LESAGE, M .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3641-3642
[6]   COBALT-MEDIATED ARYL RADICAL CYCLIZATIONS - A FORMAL SYNTHESIS OF PHYSOVENINE [J].
CLARK, AJ ;
JONES, K .
TETRAHEDRON, 1992, 48 (33) :6875-6882
[7]   ASPECTS OF METALLIC HALIDE-CATALYSED REACTION OF GRIGNARD REAGENTS WITH ORGANIC HALIDES .2. EFFECT OF VARIATION IN REACTANTS [J].
DAVIES, DI ;
DONE, JN ;
HEY, DH .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (10) :1392-&
[8]   PRODUCTION OF FREE RADICALS IN REACTION OF GRIGNARD REAGENTS WITH ORGANIC HALIDES IN PRESENCE OF COBALTOUS CHLORIDE [J].
DAVIES, DI ;
HEY, DH ;
TIECCO, M .
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (DEC) :7062-&
[9]   AN EFFICIENT SYNTHESIS OF SPIRO[CYCLOHEXANE-1,3'-INDOL-2'(3'H)-ONES] VIA RADICAL CYCLIZATION [J].
JONES, K ;
THOMPSON, M ;
WRIGHT, C .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (02) :115-116
[10]   Factors determining the course and mechanisms of Grignard reactions. IV. The effect of metallic halides on the reaction of aryl Grignard reagents and organic halides [J].
Kharasch, MS ;
Fields, EK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 :2316-2320