A historical note of the Stille reaction

被引:60
作者
Kosugi, M [1 ]
Fugami, K [1 ]
机构
[1] Gunma Univ, Dept Chem, Fac Engn, Kiryu, Gumma 3768515, Japan
关键词
palladium and compounds; cross-coupling; organic halides; tin and compounds;
D O I
10.1016/S0022-328X(02)01270-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This is a historical note of our early works, but not a comprehensive story. Starting from free radical allylation of organic halide with allyltributyltin, we found palladium-catalyzed cross-coupling reactions of organic halides with organotin compounds and developed their scope. Subsequently, we worked on palladium-catalyzed ternary coupling reactions of organic halides, olefins, and organotin compounds. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:50 / 53
页数:4
相关论文
共 65 条
[1]  
[Anonymous], METAL CATALYZED CROS
[2]   REACTIONS OF ORGANIC HALIDES WITH R3MMR3 COMPOUNDS (M=SI,GE,SN) IN PRESENCE OF TETRAKIS(TRIARYLPHOSPHINE) PALLADIUM [J].
AZARIAN, D ;
DUA, SS ;
EABORN, C ;
WALTON, DRM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 117 (03) :C55-C57
[3]   SYNTHESIS OF ORGANOTRIALKYLSTANNANES - THE REACTION BETWEEN ORGANIC HALIDES AND HEXAALKYLDISTANNANES IN THE PRESENCE OF PALLADIUM COMPLEXES [J].
AZIZIAN, H ;
EABORN, C ;
PIDCOCK, A .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1981, 215 (01) :49-58
[5]  
CACCHI S, 1979, TETRAHEDRON LETT, P4591
[6]   PALLADIUM-CATALYZED CARBONYLATIVE COUPLING OF VINYL TRIFLATES WITH ORGANOSTANNANES - A TOTAL SYNTHESIS OF (+/-)DELTA-9(12)-CAPNELLENE [J].
CRISP, GT ;
SCOTT, WJ ;
STILLE, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (24) :7500-7506
[7]   Stille couplings with fluorous tin reactants: Attractive features for preparative organic synthesis and liquid-phase combinatorial synthesis [J].
Curran, DP ;
Hoshino, M .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (19) :6480-6481
[8]   PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY [J].
FARINA, V ;
KRISHNAN, B ;
MARSHALL, DR ;
ROTH, GP .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5434-5444
[9]   LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS [J].
FARINA, V ;
KRISHNAN, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9585-9595
[10]   ON THE NATURE OF THE COPPER EFFECT IN THE STILLE CROSS-COUPLING [J].
FARINA, V ;
KAPADIA, S ;
KRISHNAN, B ;
WANG, CJ ;
LIEBESKIND, LS .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (20) :5905-5911