Synthesis of enaminones using trimethylsilyl trifluoromethanesulfonate as an activator.

被引：35

作者：

CartayaMarin, CP ^{[1
]}

Henderson, DG ^{[1
]}

Soeder, RW ^{[1
]}

机构：

[1] UNIV SIMON BOLIVAR,DEPT QUIM,CARACAS 1080A,VENEZUELA

来源：

SYNTHETIC COMMUNICATIONS | 1997年 / 27卷 / 24期

关键词：

D O I：

10.1080/00397919708005051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enaminones were synthesized in high yields (70-90%) by the reaction of beta-diketones and secondary cyclic amines in the presence of trimethylsilyl trifluoromethanesulfonate (TMSTf) as an activator. This represents an improvement over the classical method for the preparation of enaminones since yields are increased and the starting materials used are readily available.

引用

页码：4275 / 4283

页数：9

共 17 条

[1] CHEMISTRY OF FORMAMIDE ACETALS [J].

ABDULLA, RF ;

BRINKMEYER, RS .

TETRAHEDRON, 1979, 35 (14) :1675-1735

[2] EFFICIENT CONVERSION OF KETONES TO ALPHA-UNSATURATED,BETA-UNSATURATED KETONES [J].

ABDULLA, RF ;

FUHR, KH .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (21) :4248-4250

[3] PALLADIUM-ASSISTED FUNCTIONALIZATION OF OLEFINS - A NEW AMINATION OF ELECTRON-DEFICIENT OLEFINS [J].

BOZELL, JJ ;

HEGEDUS, LS .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (12) :2561-2563

[4] USE OF CYCLOHEXANE-1,3-DIONE DERIVATIVES IN PREPARATION OF ENAMINONES [J].

DIXON, K ;

GREENHILL, JV .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (20) :2211-2214

[5]

DYKE SF, 1973, CHEM ENAMIES, pCH1

[6] KETENES .1. CYCLOADDITION OF KETENE AND DIALKYLKETENES TO ENAMINES [J].

HASEK, RH ;

MARTIN, JC .

JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (06) :1468-&

[7] INTRA-MOLECULAR CYCLIZATION OF ENAMINONES INVOLVING BENZYNE INTERMEDIATES AND APPLICATION TO SYNTHESIS OF GAMMA-LYCORANE AND RELATED COMPOUNDS [J].

IIDA, H ;

YUASA, Y ;

KIBAYASHI, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (11) :3598-3599

[8]

KASHIMA C, 1975, J CHEM SOC P2, V7, P665

[9]

MESTRES R, 1972, J CHEM SOC P1, P809

[10]

MEYERS AI, 1967, TETRAHEDRON LETT, P5319

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