A PALLADIUM-CATALYZED CASCADE CYCLIZATION FRIEDEL-CRAFTS ALKYLATION APPROACH TO ANGULARLY FUSED-RING SYSTEMS

被引:75
作者
BROWN, D
GRIGG, R
SRIDHARAN, V
TAMBYRAJAH, V
机构
[1] UNIV LEEDS,DEPT CHEM,LEEDS LS2 9JT,W YORKSHIRE,ENGLAND
[2] ZENECA PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND
关键词
D O I
10.1016/0040-4039(95)01696-F
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pd(O) catalysed bis- and tris-cyclisation reactions involving aryl-or vinyl-iodides and terminating in formal Friedel-Crafts alkylation of aryl and heteroaryl rings occur regio- and stereo-specifically in good yield.
引用
收藏
页码:8137 / 8140
页数:4
相关论文
共 25 条
[1]   PALLADIUM-CATALYZED POLYENE CYCLIZATIONS OF DIENYL ARYL IODIDES [J].
ABELMAN, MM ;
OVERMAN, LE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) :2328-2329
[2]   INTRAMOLECULAR ALKENE ARYLATIONS FOR RAPID ASSEMBLY OF POLYCYCLIC SYSTEMS CONTAINING QUATERNARY CENTERS - A NEW SYNTHESIS OF SPIROOXINDOLES AND OTHER FUSED AND BRIDGED RING-SYSTEMS [J].
ABELMAN, MM ;
OH, T ;
OVERMAN, LE .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) :4130-4133
[3]   INTIMATE MECHANISM OF OXIDATIVE ADDITION TO ZEROVALENT PALLADIUM COMPLEXES IN THE PRESENCE OF HALIDE-IONS AND ITS RELEVANCE TO THE MECHANISM OF PALLADIUM-CATALYZED NUCLEOPHILIC SUBSTITUTIONS [J].
AMATORE, C ;
JUTAND, A ;
SUAREZ, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9531-9541
[4]   ROLE AND EFFECTS OF HALIDE-IONS ON THE RATES AND MECHANISMS OF OXIDATIVE ADDITION OF IODOBENZENE TO LOW-LIGATED ZEROVALENT PALLADIUM COMPLEXES PD0(PPH3)2 [J].
AMATORE, C ;
AZZABI, M ;
JUTAND, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8375-8384
[5]   CATALYTIC ASYMMETRIC-SYNTHESIS OF QUARTERNARY CARBON CENTERS - PALLADIUM-CATALYZED FORMATION OF EITHER ENANTIOMER OF SPIROOXINDOLES AND RELATED SPIROCYCLICS USING A SINGLE ENANTIOMER OF A CHIRAL DIPHOSPHINE LIGAND [J].
ASHIMORI, A ;
OVERMAN, LE .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (17) :4571-4572
[6]   ALPHA-REGIOSELECTIVITY IN PALLADIUM-CATALYZED ARYLATION OF ACYCLIC ENOL ETHERS [J].
CABRI, W ;
CANDIANI, I ;
BEDESCHI, A ;
PENCO, S ;
SANTI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) :1481-1486
[7]   RECENT DEVELOPMENTS AND NEW PERSPECTIVES IN THE HECK REACTION [J].
CABRI, W ;
CANDIANI, I .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (01) :2-7
[8]  
CABRI W, 1990, J ORG CHEM, V55, P3659
[9]   DEVELOPMENT OF ORGANOPALLADIUM(IV) CHEMISTRY - FUNDAMENTAL-ASPECTS AND SYSTEMS FOR STUDIES OF MECHANISM IN ORGANOMETALLIC CHEMISTRY AND CATALYSIS [J].
CANTY, AJ .
ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (02) :83-90
[10]  
CATELLANI M, 1991, J ORGANOMET CHEM, V407, P30