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

[41] STEREOSELECTIVE SYNTHESIS OF E-ALPHA-FLUORO ALPHA,BETA-UNSATURATED ESTERS BY WITTIG-HORNER REACTION FROM METHYL ALPHA-FLUORO DIETHYLPHOSPHONOACETATE - COMPARISON WITH METHYL ALPHA-FLUORODIPHENYLPHOSPHINE OXIDE
ETEMADMOGHADAM, G
SEYDENPENNE, J
BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1985, (03): : 448 - 454
[42] Synthesis of beta-lactones .7. alpha-chloro- and alpha,alpha-dichloro-beta-lactones by aldolization of carbonyl compounds with lithium ester enolates derived from chlorinated phenyl alkanoates: An unusual course of the Darzens reaction
Wedler, C
Kleiner, K
Grundemann, E
Schick, H
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[43] HETEROCYCLIC BETA-ENAMINO ESTERS .12. SYNTHESIS OF BENZO[B]FURO[2',3'-E][1,4]DIAZEPINES AND FURO[2,3-B][1,5]DIAZOCINES AND OF ALPHA-HETEROCYCLICALLY SUBSTITUTED GAMMA-LACTONES FROM ETHYL2-AMINO-4,5-DIHYDRO-3-FURANECARBOXYLATES
WAMHOFF, H
MATERNE, C
CHEMISCHE BERICHTE-RECUEIL, 1974, 107 (06): : 1784 - 1794
[44] MODIFICATION OF MACROLIDE ANTIBIOTICS - SYNTHESIS OF 11-DEOXY-11-(CARBOXYAMINO)-6-O-METHYLERYTHROMYCIN-A 11,12-(CYCLIC ESTERS) VIA AN INTRAMOLECULAR MICHAEL REACTION OF O-CARBAMATES WITH AN ALPHA,BETA-UNSATURATED KETONE
BAKER, WR
CLARK, JD
STEPHENS, RL
KIM, KH
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (10): : 2340 - 2345
[45] SYNTHESIS OF MACROCYCLIC DIAZANEDICARBOXYLATE AND DIAZENEDICARBOXYLATE ESTERS CONTAINING A STEROID SKELETON - AN UNUSUAL OXIDATION OF BROMIDE TO BROMINE BY A STRAINED DIAZENEDICARBOXYLATE ESTER - X-RAY MOLECULAR-STRUCTURE OF 3-ALPHA-(3-HYDROXYPROPYL)-24-NOR-5-BETA-CHOLAN-7-ALPHA-OL DIAZANE-1,2-DICARBOXYLATE CYCLIC DIESTER
HARRIS, JM
BOLESSA, EA
VEDERAS, JC
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (15): : 1951 - 1959

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