STUDIES ON CYCLOADDITION REACTIONS OF 1,3-DIPHENYL-2-AZAALLYL LITHIUM AND ETHYL(BENZYLIDENEAMINO)ACETATE ANION WITH ALPHA-OXOKETENE DITHIOACETALS

被引：8

作者：

BALU, MP ^{[1
]}

ILA, H ^{[1
]}

JUNJAPPA, H ^{[1
]}

机构：

[1] NE HILL UNIV,DEPT CHEM,SHILLONG 793003,MEGHALAYA,INDIA

来源：

TETRAHEDRON | 1990年 / 46卷 / 19期

关键词：

D O I：

10.1016/S0040-4020(01)87865-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The α-oxoketene dithioacetals undergo anionic [1,3] cycloaddition with l,3-diphenyl-2-azaallyllithium to give either pyrroles or spiropyrrolines with two exceptions. Lithium bromide/triethylamine induced cycloaddition of ethyl (benzylideneamino)acetate (7) with acyclic ct-oxoketene dithioacetals afforded either pyrrolidine, pyrrole or the corresponding 3-benzylideneamino-pyran-2-one derivatives depending on the reaction conditions and the structural variations in the a- oxoketene dithioacetals. Nitroketene dithioacetal also underwent anionic [1,3]cycloaddition with either 1 or 7 under described conditions to afford pyrrolidine or pyrrole derivatives. Probable mechanisms for the formation of various products are suggested. © 1990.

引用

页码：6771 / 6782

页数：12

共 29 条

[21] 1,3-ANIONIC CYCLO-ADDITIONS .18. EXTENSION OF THE SCOPE OF 1,3-ANIONIC CYCLO-ADDITIONS BY ACTIVATING ORGANOELEMENT GROUPS [J].