STUDIES IN ALKYLATION OF 3-METHYL-3-SULFOLENE AND THERMOLYSIS OF RESULTING 2-ALKYL-3-SULFOLENES - CONVENIENT SYNTHESIS OF 1,2-DISUBSTITUTED-1,3-DIENES

被引：14

作者：

DESAI, SR ^{[1
]}

GORE, VK ^{[1
]}

MAYELVAGANAN, T ^{[1
]}

PADMAKUMAR, R ^{[1
]}

BHAT, SV ^{[1
]}

机构：

[1] INDIAN INST TECHNOL,DEPT CHEM,BOMBAY 400076,INDIA

来源：

TETRAHEDRON | 1992年 / 48卷 / 03期

关键词：

D O I：

10.1016/S0040-4020(01)89010-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various 1,2-disubstituted-1,3-dienes have been synthesised through the alkylation of 3-methyl-3-sulfolene (1) followed by thermolysis of the resulting 2-alkyl-3-methyl-3-sulfolene (3,7). The alkylations with bulky iodides, particularly, containing ethylene ketal or phenyl sulfide moiety yield considerable amounts of rearranged 2-alkyl-3-methyl-2-sulfolene (4). The sulfolenes 3,4 & 7 have been desulfonylated under mild conditions to yield corresponding 1,3-dienes.

引用

页码：481 / 490

页数：10

共 23 条

[1]

BESTMANN HJ, 1981, LIEBIGS ANN CHEM, P2117

[2] A HIGHLY STEREOSELECTIVE SYNTHESIS OF (E)-1-SUBSTITUTED-1,3-DIENES [J].