RING EXPANSION OF SOME 4-AMINOAZETIDIN-2-ONES INTO 4-AMINO-5-IMINOPYRROLIDIN-2-ONES

被引：10

作者：

NISOLE, C

URIAC, P

TOUPET, L

HUET, J

机构：

[1] UNIV RENNES 1,CHIM PHARMACEUT LAB,AVE PROF LEON BERNARD,F-35043 RENNES,FRANCE

[2] UNIV RENNES 1,PHYS CRISTALLINE LAB,URA 804,F-35042 RENNES,FRANCE

来源：

TETRAHEDRON | 1993年 / 49卷 / 04期

关键词：

BETA-CYANOAMIDES; 4-AMINOAZETIDIN-2-ONES; 4-AMINO-5-IMINOPYRROLIDIN-2-ONES; IMINIUM IONS;

D O I：

10.1016/S0040-4020(01)80331-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ring opening of 4-aminoazetidin-2-ones of three series (1-benzazepine, quinoline and linear analog) using trimethylsilyl cyanide (TMSCN) led stereospecifically to beta-cyanoamides which could cyclize into 4-amino-5-iminopyrrolidin-2-ones in the presence of AlCl3. These heterocycles were also prepared by one-pot reaction (TMSCN + AlCl3). A structural study of these compounds was performed, including X-ray.

引用

页码：889 / 900

页数：12

共 20 条

[1]

[Anonymous], 1974, INT TABLES XRAY CRYS, VIV

[2] ELIMINATIVE RING FISSION OF 4-ACYL-2,3-DIHYDRO-4H-1,4-BENZOTHIAZINES [J].