PREPARATION OF EPISULFIDES FROM ALKENES VIA SUCCINIMIDE-N-SULFENYL CHLORIDE OR PHTHALIMIDE-N-SULFENYL CHLORIDE ADDUCTS

被引：57

作者：

BOMBALA, MU ^{[1
]}

LEY, SV ^{[1
]}

机构：

[1] UNIV LONDON IMPERIAL COLL SCI & TECHNOL,DEPT CHEM,LONDON SW7 2AY,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 12期

关键词：

D O I：

10.1039/p19790003013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Succinimide- and phthalimide-sulphenyl chlorides are formed in high yield from the corresponding disulphides by chlorinolysis at 50 °C. These imido-sulphenyl halides react in methylene chloride with cyclohexene, cyclopentene, cyclo-octene, styrene, methylenecyclohexane, and norbornene to form addition products which can subsequently be reduced with lithium aluminium hydride at -78 °C to form episulphides in good yield (49-97%). This new method compares very favourably with other literature routes.

引用

页码：3013 / 3016

页数：4

共 26 条

[1]

Boustany K, 1971, INT J SULFUR CHEM A, V1, P207

[2] FACILE CONVERSION OF OXIRANES TO THIIRANES BY PHOSPHINE SULFIDES - SCOPE, STEREOCHEMISTRY, AND MECHANISM [J].

CHAN, TH ;

FINKENBI.JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (08) :2880-&

[3]

Dachlauer K., 1936, US Pat., Patent No. [2,094,837 1937, 2094837]

[4]

Dachlauer K., 1936, French Patent, Patent No. 797621

[5]

DACHLAUER K, 1936, Patent No. 636708

[6]

DACHLAUER K, 1937, Patent No. 465662

[7]

Dachlauer K., 1936, US Pat., Patent No. [2094914, 2,094,914, 1937]

[8] THE REACTION OF GLYCIDIC ESTERS WITH THIOUREA IN AQUEOUS SULFURIC ACID SOLUTION [J].

DURDEN, JA ;

STANSBURY, HA ;

CATLETTE, WH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (08) :1943-1946

[9] SYNTHESIS OF ETHYLENE AND PROPYLENE SULFIDES [J].

DURDEN, JA ;

CATLETTE, WH ;

STANSBURY, HA .

JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (03) :836-&

[10]

FOKIN AV, 1975, RUSS CHEM REV, V44, P138

← 1 2 3 →