The synthesis and transformation of ethyl 2-(2-acetyl-2-benzoyl-1-ethenyl)amino-3-dimethylaminopropenoate. A new synthesis of 2,3,4-trisubstituted pyrroles

被引：22

作者：

Malesic, M ^{[1
]}

Krbavcic, A

Golobic, A

Golic, L

Stanovnik, B

机构：

[1] Univ Ljubljana, Fac Pharm, Ljubljana 1000, Slovenia

[2] Univ Ljubljana, Fac Chem & Chem Technol, Ljubljana 1000, Slovenia

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1997年 / 34卷 / 06期

关键词：

D O I：

10.1002/jhet.5570340619

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of ethyl 2-(2-acetyl-2-benzoyl-1-ethenyl)amino-3-dimethylaminopropenoate (4) from benzoylacetone (1) via 3-dimethylaminomethylenebenzoylacetone (2) and ethyl N-(2-acetyl-2-benzoy1-1-ethenyl)glycinate (3) and its transformation into 4-benzoyl-2-ethoxycarbonyl-3-methylpyrrole (9) is described. Cyclization of 4 into 9 represents a new synthesis of polysubstituted pyrroles.

引用

收藏

页码：1757 / 1762

页数：6

相关论文

共 21 条

[11] Methyl 2-[bis(acetyl)ethenyl] aminopropenoate in the synthesis of heterocyclic systems [J].

Selic, L ;

Stanovnik, B .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (03) :813-816

[12] THE SYNTHESIS AND TRANSFORMATIONS OF ETHYL (Z)-2-[2,2-BIS(ETHOXYCARBONYL)VINYL]AMINO-3-DIMETHYLAMINOPROPENOATE, A NEW REAGENT IN THE SYNTHESIS OF HETEROCYCLIC-COMPOUNDS [J].

SORSAK, G ;

SINUR, A ;

GOLIC, L ;

STANOVNIK, B .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (03) :921-926

[13]

STANOVNIK B, 1996, MOLECULES, V1, P123

[14] Alkyl 2-(2-benzoyl-2-ethoxycarbonyl-1-ethenyl)amino-3-dimethylaminopropenoates in the synthesis of heterocyclic systems [J].

Strah, S ;

Stanovnik, B ;

Grdadolnik, SG .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (01) :263-267

[15]

STRAH S, 1997, IN PRESS J HETEROCYC, V34

[16]

Sundberg R.J., 1996, COMPREHENSIVE HETERO, V2, P119, DOI DOI 10.1016/B978-008096518-5.00042-3

[17]

Sundberg RJ, 1984, COMPREHENSIVE HETERO, V4, P313, DOI DOI 10.1016/B978-008096519-2.00056-4

[18] 2-benzoyl-2-ethoxycarbonylvinyl-1 and 2-benzoylamino-2-methoxycarbonylvinyl-1 as N-protecting groups in peptide synthesis. Their application in the synthesis of dehydropeptide derivatives containing N-terminal-3-heteroarylamino-2,3-dehydroalanine [J].

Svete, J ;

AljazRozic, M ;

Stanovnik, B .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (01) :177-193

[19]

Toplak R, 1997, HETEROCYCLES, V45, P555

[20] SINGLE-CRYSTAL X-RAY STRUCTURE DETERMINATION OF ETHYLENE AT 85 K [J].

VANNES, GJH ;

VOS, A .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (MAY13) :1653-1654