alpha-zinc O-vinyl carbamates as anionic Friedel-crafts equivalents. Cross coupling reactions with aryl and heteroaryl halides and triflates

被引：14

作者：

Superchi, S ^{[1
]}

Sotomayor, N ^{[1
]}

Miao, G ^{[1
]}

Joseph, B ^{[1
]}

Snieckus, V ^{[1
]}

机构：

[1] UNIV WATERLOO,GUELPH WATERLOO CTR GRAD WORK CHEM,WATERLOO,ON N2L 3G1,CANADA

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 34期

关键词：

D O I：

10.1016/0040-4039(96)01314-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild, efficient, and general Negishi cross coupling protocol, 4 + 5 --> 6 is reported; the hydrolysis of products 6 to acetophenones demonstrates the anionic Friedel-Crafts equivalency of the overall synthetic operation. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：6057 / 6060

页数：4

共 12 条

[1]

ARCADI A, 1990, SYNLETT, P47

[2] DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]PALLADIUM-(II) - AN EFFECTIVE CATALYST FOR CROSS-COUPLING OF SECONDARY AND PRIMARY ALKYL GRIGNARD AND ALKYLZINC REAGENTS WITH ORGANIC HALIDES [J].

HAYASHI, T ;

KONISHI, M ;

KOBORI, Y ;

KUMADA, M ;

HIGUCHI, T ;

HIROTSU, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (01) :158-163

[3]

Heaney H., 1991, COMPREHENSIVE ORGANI, V2, P753

[4]

KOCIENSKI P, 1989, J SYNLETT, V52

[5] SELECTIVE CARBON-CARBON BOND FORMATION VIA TRANSITION-METAL CATALYSIS .26. A REGIOSPECIFIC SYNTHESIS OF CARBOSUBSTITUTED HETEROAROMATIC DERIVATIVES VIA PD-CATALYZED CROSS COUPLING [J].

NEGISHI, E ;

LUO, FT ;

FRISBEE, R ;

MATSUSHITA, H .

HETEROCYCLES, 1982, 18 :117-122

[6] SELECTIVE CARBON-CARBON BOND FORMATION VIA TRANSITION-METAL CATALYSIS .33. PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ALPHA-HETEROSUBSTITUTED ALKENYLMETALS - A STEREOSELECTIVE ROUTE TO HETEROSUBSTITUTED DIENES SUITABLE FOR THE DIELS-ALDER REACTION [J].

NEGISHI, EI ;

LUO, FT .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (09) :1560-1562

[7]

Olah G.A., 1963, FREIDEL CRAFTS REL

[8]

QUESNELLE CA, 1994, SYNLETT, P349

[9] PALLADIUM-CATALYZED ACYLATION OF UNSATURATED HALIDES BY ANIONS OF ENOL ETHERS [J].

RUSSELL, CE ;

HEGEDUS, LS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (04) :943-949

[10] ALPHA-METALATED TERTIARY ENOL CARBAMATES - NEW ACYL ANION EQUIVALENTS [J].

SENGUPTA, S ;

SNIECKUS, V .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (22) :5680-5683

← 1 2 →