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

[31] SYNTHESIS OF SULFUR HETEROCYCLES FROM ALPHA-UNSATURATED,BETA-UNSATURATED CARBONYL FATTY-ACID ESTERS
MUSTAFA, J
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JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1984, 61 (05) : 941 - 944
[32] The synthesis of ketones of the type RCOCHR2 from alpha,alpha-disubstituted beta-keto esters. An extension of the acetoacetic ester type of ketone synthesis
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[33] ZINC-DIETHYLALUMINUM CHLORIDE-INDUCED COUPLING REACTION OF DIBROMOFLUOROACETATE WITH CARBONYL-COMPOUNDS - NEW EFFICIENT AND SELECTIVE SYNTHESIS OF ALPHA-BROMO-ALPHA-FLUORO-BETA-HYDROXY AND ALPHA-FLUORO-BETA'-DIHYDROXY ESTERS
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CHEMISTRY LETTERS, 1994, (11) : 2167 - 2170
[34] REACTION OF ACETALS WITH ALIPHATIC NITRO-COMPOUNDS .4. REACTION OF ALIPHATIC AND ALICYCLIC KETALS WITH NITROACETIC ACID ESTER AND SYNTHESIS OF ALPHA,BETA-DEHYDRO-ALPHA-ACETYLAMINO ACID-ESTERS
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TARBALINSKAYA, NS
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[35] SULFUR EXTRUSION REACTIONS .2. SYNTHESIS OF ETHYL ALPHA-CYANO-BETA-AMINOACRYLATES AND RELATED COMPOUNDS FROM THIOCARBOXAMIDES AND ETHYL BROMOCYANOACETATE
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JOURNAL OF CHEMICAL RESEARCH, 1978, (10) : 407 - +
[36] REACTION OF SECONDARY-AMINES WITH ALPHA,BETA-DIBROMOALDEHYDES - PREPARATION OF ALPHA,BETA-DIAMINOALDEHYDES FROM CINNAMALDEHYDE AND NEW SYNTHESIS OF 1,2-DIAMINOETHYLENES
KLEIN, JL
COMBRET, JC
BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE PARTIE II-CHIMIE MOLECULAIRE ORGANIQUE ET BIOLOGIQUE, 1983, (1-2): : 28 - 32
[37] ONE-POT SYNTHESIS OF ALPHA-FLUORO-ALPHA, BETA-UNSATURATED ESTERS FROM CHLOROMALONIC ESTER AND CARBONYL-COMPOUNDS USING SPRAY-DRIED POTASSIUM FLUORIDE
KITAZUME, T
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CHEMISTRY LETTERS, 1981, (09) : 1259 - 1260
[38] ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS VIA THE ZINC-MEDIATED GLYCINE ESTER ENOLATE IMINE CONDENSATION REACTION USING ALPHA-AMINO ESTERS AS THE CHIRAL AUXILIARY
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JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (14): : 4331 - 4338
[39] THE STUDIES OF THE APPLICATION OF ELEMENTO-ORGANIC COMPOUNDS OF THE 15TH AND 16TH GROUPS IN ORGANIC-SYNTHESIS .60. BETA-HYDROXY KETONES FROM THE IODINE-CATALYZED REACTION OF ALPHA-BROMO KETONE WITH ALDEHYDES MEDIATED BY TRIALKYLSTIBINE
HUANG, YZ
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JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (10): : 2855 - 2859
[40] STEREOSELECTIVE SYNTHESIS OF ALPHA-METHYL-Z OR ALPHAMETHYL-E ALPHA,BETA-ETHYLENIC ESTERS WITH THE WITTIG-HORNER REACTION FROM PHOSPHONATES OR PHOSPHINE OXIDES
ETEMADMOGHADAM, G
SEYDENPENNE, J
TETRAHEDRON, 1984, 40 (24) : 5153 - 5166

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