REDUCTIVE CLEAVAGE OF S-S BOND IN DIPHENYL DISULFIDE BY SAMARIUM DIIODIDE - A NOVEL METHOD FOR THE SYNTHESIS OF THIOLESTERS

被引：29

作者：

JIA, XS ^{[1
]}

ZHANG, YM ^{[1
]}

ZHOU, XJ ^{[1
]}

机构：

[1] HANGZHOU UNIV,DEPT CHEM,HANGZHOU 310028,PEOPLES R CHINA

来源：

SYNTHETIC COMMUNICATIONS | 1994年 / 24卷 / 03期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1080/00397919408011197

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diphenyl disulfide is reduced by samarium diiodide to yield samarium phenylthiolate. This new thiolate anion species mildly reacts with acyl chlorides to give thiolesters in good yields.

引用

页码：387 / 392

页数：6

共 15 条

[1] A HIGHLY EFFICIENT SYNTHETIC ROUTE TO KETONES THROUGH SEQUENTIAL COUPLING REACTIONS OF GRIGNARD-REAGENTS WITH S-PHENYL CARBONOCHLORIDOTHIOATE IN THE PRESENCE OF NICKEL OR IRON CATALYSTS [J].

CARDELLICCHIO, C ;

VIANDANESE, V ;

MARCHESE, G ;

RONZINI, L .

TETRAHEDRON LETTERS, 1985, 26 (30) :3595-3598

[2] NONCONVENTIONAL FRIEDEL-CRAFTS CHEMISTRY-II - ON THE CATALYTIC ACTION OF TRIFLIC ACID AND ALUMINUM-CHLORIDE ON SELECTED ARYL THIOESTERS [J].

ELZOHRY, MF ;

ELKHAWAGA, AM ;

ISMAIL, MT ;

ABDELWAHAB, AA .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 61 (3-4) :373-380

[3] A MILD AND EFFICIENT SYNTHESIS OF THIOLESTERS FROM ALCOHOLS [J].

GAUTHIER, JY ;

BOURDON, F ;

YOUNG, RN .

TETRAHEDRON LETTERS, 1986, 27 (01) :15-18

[4]

GIOVANNI P, 1989, TETRAHEDRON, V45, P7411

[5] DIVALENT LANTHANIDE DERIVATIVES IN ORGANIC-SYNTHESIS .1. MILD PREPARATION OF SMI2 AND YBI2 AND THEIR USE AS REDUCING OR COUPLING AGENTS [J].

GIRARD, P ;

NAMY, JL ;

KAGAN, HB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) :2693-2698

[6]

GULEVICH YV, 1988, ZH ORG KHIM+, V24, P2126

[7]

ISAO F, 1989, CHEM EXPRESS, V4, P337

[8] REDUCTION USING SAMARIUM DIIODIDE-BASE SYSTEM [J].

KAMOCHI, Y ;

KUDO, T .

TETRAHEDRON LETTERS, 1991, 32 (29) :3511-3514

[9]

RAMON B, 1989, SYNTHESIS-STUTTGART, V4, P305

[10]

SAEED A, 1986, TETRAHEDRON LETT, V27, P3791

← 1 2 →