VERSATILE SYNTHESIS OF BETA-LACTAMS, GAMMA-LACTAMS OR OXAZOLINES BY PALLADIUM-CATALYSED OXIDATIVE CARBONYLATION OF 1-SUBSTITUTED PROP-2-YNYLAMINES

被引：48

作者：

BONARDI, A ^{[1
]}

COSTA, M ^{[1
]}

GABRIELE, B ^{[1
]}

SALERNO, G ^{[1
]}

CHIUSOLI, GP ^{[1
]}

机构：

[1] UNIV CALABRIA,DIPARTIMENTO CHIM,I-87030 COSENZA,ITALY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 41期

关键词：

D O I：

10.1016/0040-4039(95)01514-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alfa-Methylene-beta-lactams possessing a Z-alkoxycarbonyl group are famed directly from the reaction of N-alkyl-substituted prop-2-ynylamines with CO, air and alcohols, under the catalytic action of palladium on carbon in conjunction with potassium iodide, while gamma-lactams or oxazolines are obtained with unsubstituted or acylated amines.

引用

页码：7495 / 7498

页数：4

共 16 条

[1] REGIOSPECIFIC SYNTHESIS OF ALPHA-METHYLENE-BETA-LACTAMS BY A HOMOGENEOUS PALLADIUM CATALYZED RING EXPANSION-CARBONYLATION REACTION
ALPER, H
HAMEL, N
[J]. TETRAHEDRON LETTERS, 1987, 28 (28) : 3237 - 3240
[2] SELECTIVE HYDROESTERIFICATION OF ALKYNES TO MONOESTERS OR DIESTERS
ALPER, H
DESPEYROUX, B
WOELL, JB
[J]. TETRAHEDRON LETTERS, 1983, 24 (51) : 5691 - 5694
[3] BONARDI A, IN PRESS
[4] INTRAMOLECULAR CYCLIZATION USING METHYL(BISMETHYLTHIO)SULPHONIUM SALTS, BROMINE, AND IODINE - 5-METHYLENE-4,5-DIHYDRO-OXAZOLES FROM 3-AMIDOPROPYNES
CAPOZZI, G
CARISTI, C
GATTUSO, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (02): : 255 - 260
[5] CHIUSOLI GP, 1985, GAZZ CHIM ITAL, V115, P691
[6] STEREOSELECTIVE SYNTHESIS OF BETA-LACTONES CONTAINING ALPHA-Z-ALKOXYCARBONYLMETHYLENE CHAINS BY PALLADIUM-CATALYZED OXIDATIVE CARBONYLATION OF TERTIARY ALPHA-HYDROXYALKYNES
GABRIELE, B
COSTA, M
SALERNO, G
CHIUSOLI, GP
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (12) : 1429 - 1430
[7] AN EFFICIENT AND SELECTIVE PALLADIUM-CATALYZED OXIDATIVE DICARBONYLATION OF ALKYNES TO ALKYL-MALEIC OR ARYL-MALEIC ESTERS
GABRIELE, B
COSTA, M
SALERNO, G
CHIUSOLI, GP
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (01): : 83 - 87
[8] JAMES DE, 1976, J AM CHEM SOC, V88, P1806
[9] JAMES DE, 1976, J AM CHEM SOC, V88, P1810
[10] SYNTHESIS OF ALPHA-VINYLIDENE-BETA-LACTAMS BY THE PALLADIUM-CATALYZED CARBONYLATION OF 4-AMINO-2-ALKYNYL CARBONATES
MANDAI, T
RYODEN, K
KAWADA, M
TSUJI, J
[J]. TETRAHEDRON LETTERS, 1991, 32 (52) : 7683 - 7686

← 1 2 →