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

[1] SULFUR EXTRUSION REACTION - A NEW BETA-ENAMINO LACTONE SYNTHESIS
MARCHAND, P
BELLASSOUED, MC
BELLEC, C
LHOMMET, G
SYNTHETIC COMMUNICATIONS, 1994, 24 (18) : 2577 - 2584
[2] HETEROCYCLIC BETA-ENAMINO ESTERS, VERSATILE SYNTHONS IN HETEROCYCLIC SYNTHESIS
WAMHOFF, H
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1985, 38 : 299 - 368
[3] LACTIM ETHER CHEMISTRY - CYCLIC BETA-ENAMINO ESTER SYNTHESIS
CELERIER, JP
DELOISY, E
LHOMMET, G
MAITTE, P
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (17): : 3089 - 3089
[4] HETEROCYCLIC BETA-ENAMINO ESTERS .28. THE REACTION OF HETEROCYCLIC BETA-ENAMINO ESTERS AND NITRILES WITH CYCLIC AMIDINES - A SIMPLE ROUTE TO AZOLOPYRIMIDINES
ELNAGDI, MH
WAMHOFF, H
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (07) : 1287 - 1292
[5] FACILE SYNTHESIS OF BETA-THIOXO ESTERS FROM BETA-ENAMINO ESTERS
DININNO, F
LINEK, EV
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (18): : 3271 - 3273
[6] TOTAL SYNTHESIS OF (+) MONOMORINE-I FROM CHIRAL CYCLIC BETA-ENAMINO ESTER
SALIOU, C
FLEURANT, A
CELERIER, JP
LHOMMET, G
TETRAHEDRON LETTERS, 1991, 32 (28) : 3365 - 3368
[7] Reactivity of alpha-acylated beta-enamino ketones and esters: Synthesis of pyrazoles
Missio, LJ
Braibante, HS
Braibante, MEF
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (04) : 1243 - 1245
[8] REACTION OF LITHIOENAMINES WITH SULFINATE ESTERS - STEREOSPECIFIC AND STEREOSELECTIVE SYNTHESIS OF BETA-ENAMINO AND BETA-IMINO SULFOXIDES
ANNUNZIATA, R
CINQUINI, M
RESTELLI, A
COZZI, F
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (05): : 1183 - 1186
[9] REACTION OF ISOPROPYLIDENE MALONATE WITH CHLOROIMIDATES - A REGIOSPECIFIC FORMATION OF CYCLIC N-ACYLATED BETA-ENAMINO ESTERS
KAPRON, P
LHOMMET, G
MAITTE, P
TETRAHEDRON LETTERS, 1981, 22 (24) : 2255 - 2258
[10] SYNTHESIS OF OPTICALLY-ACTIVE ALPHA,ALPHA-DISUBSTITUTED BETA-KETO-ESTERS VIA CHIRAL BETA-ENAMINO ESTERS
GUINGANT, A
HAMMAMI, H
TETRAHEDRON-ASYMMETRY, 1991, 2 (06) : 411 - 414

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