SULFUR EXTRUSION REACTION - A VERSATILE CYCLIC BETA-ENAMINO ESTER SYNTHESIS FROM SECONDARY ALPHA-BROMO ESTERS

被引：0

作者：

MARCHAND, P ^{[1
]}

FARGEAUBELLASSOUED, MC ^{[1
]}

BELLEC, C ^{[1
]}

LHOMMET, G ^{[1
]}

机构：

[1] UNIV PARIS 06,CHIM HETEROCYCLES LAB ERS 73,F-75252 PARIS 05,FRANCE

来源：

SYNTHESIS-STUTTGART | 1994年 / 11期

关键词：

N-ALKYLATED THIOLACTAMS; SECONDARY ALPHA-BROMO ESTERS; SULFIDE-CONTRACTION; BETA-ENAMINO ESTERS;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various commercial secondary alpha-bromo esters 2 react with five-membered thiolactams 1 in a direct sulfur extrusion reaction to give N-alkylated tetrasubstituted cyclic beta-enamino esters 4 in good yields.

引用

页码：1118 / 1120

页数：3

共 45 条

[21] alpha-bromo secondary alkyl ketones. I. Reaction with sodium alcoholates. A new synthesis of tertiary acids by rearrangement
Aston, JG
Greenburg, RB
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1940, 62 : 2590 - 2595
[22] PALLADIUM-CATALYZED REACTION OF TRIBUTYLTIN HYDRIDE - REGIOSPECIFICALLY CONTROLLED FORMATION OF ALPHA-BROMO - ALPHA,ALPHA-DISUBSTITUTED KETONES FROM TRIBUTYLTIN BETA-KETOCARBOXYLATES
GUIBE, F
ZHANG, HX
BALAVOINE, G
NOUVEAU JOURNAL DE CHIMIE-NEW JOURNAL OF CHEMISTRY, 1986, 10 (12): : 697 - 699
[23] Synthesis of seven-membered cyclic enol ether derivatives from the reaction of a cyclic phosphonium ylide with alpha,beta-unsaturated esters
Fujimoto, T
Kodama, Y
Yamamoto, I
Kakehi, A
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (19): : 6627 - 6630
[24] Synthesis of F-alkyl alpha-hydroxy acids and esters from F-alkyl epoxides and F-alkyl alpha-bromo acids and esters from F-alkyl bromohydrins
Amanetoullah, AO
Chaabouni, MM
Baklouti, A
JOURNAL OF FLUORINE CHEMISTRY, 1997, 84 (02) : 149 - 153
[25] REACTION OF BETA-DIKETONES WITH TRIPHENYLPHOSPHINE DIHALIDES - NEW, EFFICIENT SYNTHESIS OF CYCLIC BETA-CHLORO-ALPHA, BETA-BROMO-ALPHA AND BETA-IODO-ALPHA,BETA-UNSATURATED KETONES
PIERS, E
NAGAKURA, I
SYNTHETIC COMMUNICATIONS, 1975, 5 (03) : 193 - 199
[26] HETEROCYCLIC BETA-ENAMINO ESTERS .27. SYNTHESIS OF HETEROCONDENSED 6H-1,3-OXAZIN-6-ONES FROM N-ACYLENAMINO ESTERS IN THE SYSTEM TRIPHENYLPHOSPHANE-HEXACHLOROETHANE-TRIETHYLAMINE
ACHAKZI, D
ERTAS, M
APPEL, R
WAMHOFF, H
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (09): : 3188 - 3194
[27] SILYL KETENE ACETAL DERIVED FROM METHYL BETA,BETA,BETA-TRIFLUOROPROPIONATE - A VERSATILE REAGENT FOR SYNTHESIS OF ALPHA-TRIFLUOROMETHYL CARBOXYLIC ESTERS
NAKAI, T
YOKOZAWA, T
ISHIKAWA, N
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1983, 186 (AUG): : 24 - FLUO
[28] Reaction of dianions of acyclic beta-enamino ketones with electrophiles .7. Synthesis of 5-(monoalkylamino)-3-oxo gamma,delta-unsaturated acids and esters and of 3-(monoalkylamino)-5-oxo beta,gamma-unsaturated esters
Bartoli, G
Bosco, M
Guerrieri, A
Dalpozzo, R
DeNino, A
Iantorno, E
Palmieri, G
GAZZETTA CHIMICA ITALIANA, 1996, 126 (01): : 25 - 29
[29] ALPHA-BETA-UNSATURATED CARBOXYLIC-ACID DERIVATIVES .8. SYNTHESIS AND REACTION OF ESTERS N-ACYL-N-BROMO-ALPHA-DEHYDROAMINO ACID
SHIN, C
NANJO, K
NISHINO, T
SATO, Y
YOSHIMURA, J
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (09) : 2492 - 2495
[30] SULFUR EXTRUSION REACTIONS .1. SYNTHESIS OF ALPHA-[QUINAZOLIN-4(3H)-YLIDENE] KETONES, ESTERS, AND A NITRILE BY SULFUR EXTRUSION FROM CORRESPONDING THIOCARBOXAMIDE DERIVATIVES
SINGH, H
NARULA, SS
GANDHI, CS
JOURNAL OF CHEMICAL RESEARCH, 1978, (09) : 324 - +

← 1 2 3 4 5 →