LACTAM ACETALS .24. REACTION WITH ACTIVATED HALOALKYL COMPOUNDS WITH AND WITHOUT ZINC

被引：14

作者：

JAIN, S ^{[1
]}

JAIN, R ^{[1
]}

SINGH, J ^{[1
]}

ANAND, N ^{[1
]}

机构：

[1] CENT DRUG RES INST,DIV MED CHEM,LUCKNOW 226001,INDIA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 18期

关键词：

D O I：

10.1016/S0040-4039(00)76669-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of 2-alkoxyimmonium methosulfates (2), and of lactam acetals (3) derived therefrom, with alpha-haloesters in presence of zinc (Reformatsky condition) yielded N-alkyl-2-(alpha-alkyl-alpha-alkoxy-carbonyl)methylene-1-azacycloalkanes (6), while reaction of 3 with alpha-haloesters without zinc gave 3-alkoxycarbonylmethyl-1-azacycloalkane-2-one (5). Similar reaction of; 2 and 3 with 4-bromomethylquinolin-2-one (4) in presence of zinc gave N-alkyl-2-[4-(2-oxoquinolyl)methylene]-1-azacycloalkanes (7), a key intermediate for the synthesis of antimalarial quinoline-4-methanols.

引用

页码：2951 / 2954

页数：4

共 8 条

[1] CHEMISTRY OF LACTAM ACETALS [J].