A versatile one-pot synthesis of dialkyl disulfides and sulfides

被引：26

作者：

Emerson, DW ^{[1
]}

Bennett, BL ^{[1
]}

Steinberg, SM ^{[1
]}

机构：

[1] Univ Nevada, Dept Chem, Las Vegas, NV 89154 USA

来源：

SYNTHETIC COMMUNICATIONS | 2005年 / 35卷 / 05期

关键词：

disulfides; fluorine and fluorine compounds; sulfides;

D O I：

10.1081/SCC-200050331

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conversions of moncifluoroalkyl and alkyl bromides to the corresponding dialkyl disulfides in a one-pot synthesis using thiourea followed by basic hydrogen peroxide are described. Modified methods afford access to unsymmetrical disulfides and sulfides.

引用

收藏

页码：631 / 638

页数：8

相关论文

共 29 条

[1] Production of methyl mercaptan. [J].

Arndt, F .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1921, 54 :2236-2242

[2] FORMATION OF MONOLAYER FILMS BY THE SPONTANEOUS ASSEMBLY OF ORGANIC THIOLS FROM SOLUTION ONTO GOLD [J].

BAIN, CD ;

TROUGHTON, EB ;

TAO, YT ;

EVALL, J ;

WHITESIDES, GM ;

NUZZO, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :321-335

[3]

BOESEKEN J, 1948, RECL TRAV CHIM PAY B, V67, P603

[4] NOVEL ALKYLATION WITH TETRATHIOTUNGSTATES AND TETRATHIOMOLYBDATES - FACILE SYNTHESIS OF DISULFIDES FROM ALKYL-HALIDES [J].

DHAR, P ;

CHANDRASEKARAN, S .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :2998-3000

[5] PYROLYSIS OF UNSYMMETRICAL DIALKYL SULFOXIDES . RATES OF ALKENE FORMATION AND COMPOSITION OF GASEOUS PRODUCTS [J].

EMERSON, DW ;

CRAIG, AP ;

POTTS, IW .

JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (01) :102-&

[6] Self-assembly process of organosulfur molecular layers on gold: Electrochemical mechanisms [J].

Eu, S ;

Paik, WK .

MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1999, 337 :49-52

[7] F-19 NMR-STUDY OF THE REACTION OF PARA-FLUOROBENZENETHIOL AND DISULFIDE WITH PERIODATE AND OTHER SELECTED OXIDIZING-AGENTS [J].

EVANS, BJ ;

DOI, JT ;

MUSKER, WK .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (08) :2337-2344

[8]

FURNISS BS, 1978, VOGELS TXB ORGANIC C, P581

[9] NEW METHODOLOGY FOR THE INTRODUCTION OF SULFUR INTO ORGANIC-MOLECULES - SYNTHESIS OF ANHYDROUS LI2S, LI2S2 AND LISR SPECIES BY LITHIUM TRIETHYLBOROHYDRIDE REDUCTION OF ELEMENTAL SULFUR AND DISULFIDES [J].

GLADYSZ, JA ;

WONG, VK ;

JICK, BS .

TETRAHEDRON, 1979, 35 (20) :2329-2335

[10] REACTIONS OF THIYL RADICALS .13. PHOTOCHEMICALLY INDUCED EXCHANGE-REACTIONS OF LIQUID ALKYL DISULFIDES [J].

GUPTA, D ;

KNIGHT, AR .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1980, 58 (13) :1350-1354