SYNTHESIS OF POLYFUNCTIONAL GAMMA-LACTAMS AND PERHYDRO-1,2-PYRIDAZIN-3-ONES

被引：23

作者：

AMRI, H ^{[1
]}

ELGAIED, MM ^{[1
]}

BENAYED, T ^{[1
]}

VILLIERAS, J ^{[1
]}

机构：

[1] FAC SCI & TECHN NANTES,CNRS,SYNTHESE ORGAN LAB,F-44072 NANTES 03,FRANCE

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 48期

关键词：

AMINES; HYDRAZINES; ALPHA-(HYDROXYALKYL)ACRYLONITRILES; CONJUGATED ADDITION; ALPHA; BETA-DIFUNCTIONALIZED GAMMA-BUTYROLACTAMES; POLYFUNCTIONALIZED PERHYDRO-1,2-PYRIDAZIN-3-ONES;

D O I：

10.1016/S0040-4039(00)60183-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct condensation, in methanol, of primary amines on 2-(1-carbethoxy-1-hydroxyethyl)acrylonitrile yielded to alpha and beta-functionalized gamma-lactames 6(a-f). The same reaction with hydrazines gave perhydro-1,2-pyridazin-3-ones 7 and 8 when nitrogen is not dialkylated.

引用

页码：7345 / 7346

页数：2

共 11 条

[1] ALPHA-(METHYLENE)ALKANOIC ESTERS VIA SUBSTITUTIONS OF ETHERS AND ACIDS DERIVED FROM ETHYL ALPHA-(HYDROXYMETHYL)ACRYLATE [J].

AMRI, H ;

RAMBAUD, M ;

VILLIERAS, J .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 384 (1-2) :1-11

[2]

AMRI H, UNPUB TETRAHEDRON LE

[3] PREFERENCE FOR 6-EXO-TRIGONAL CLOSURES OF "OMEGA-HYDROXY-ALPHABETA-UNSATURATED ESTERS [J].

BALDWIN, JE ;

REISS, JA .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (03) :77-77

[4] 5-ENDO-TRIGONAL REACTIONS - DISFAVORED RING-CLOSURE [J].

BALDWIN, JE ;

CUTTING, J ;

DUPONT, W ;

KRUSE, L ;

SILBERMAN, L ;

THOMAS, RC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) :736-738

[5] DABCO CATALYZED COUPLING OF ALPHA-KETO ESTERS WITH ACRYLONITRILE AND METHYL ACRYLATE [J].

BASAVAIAH, D ;

BHARATHI, TK ;

GOWRISWARI, VVL .

TETRAHEDRON LETTERS, 1987, 28 (37) :4351-4352

[6]

BENAYED T, 1991, TETRAHEDRON, V47, P9621

[7] SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].

DREWES, SE ;

ROOS, GHP .

TETRAHEDRON, 1988, 44 (15) :4653-4670

[8] SYNTHESIS OF (+/-)-1'-AZA-CARBOCYCLIC-PYRIMIDINE-2',3'-DIDEOXYNUCLEOSIDE ANALOGS AS POTENTIAL ANTI-HIV AGENTS [J].

MANSOUR, TS ;

JIN, H .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1991, 1 (12) :757-760

[9]

PELLEGATA R, 1978, SYNTHESIS-STUTTGART, P614

[10] PYRROLIDINE AND ALPHA-METHYLENE-GAMMA-LACTAM FROM THE CYCLIZATION OF ALPHA-(ALKYLAMINOETHYL)ACRYLATE - SYNTHESIS OF AZA-SARKOMYCINS [J].

TARNCHOMPOO, B ;

THEBTARANONTH, C ;

THEBTARANONTH, Y .

TETRAHEDRON LETTERS, 1987, 28 (52) :6675-6678

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