A convenient route to 4-mercapto-1,2-dithiole-3-thiones from terminal alkynes

被引:14
作者
Adams, H [1 ]
Chung, LM [1 ]
Morris, MJ [1 ]
Wright, PJ [1 ]
机构
[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
关键词
1,2-dithiole-3-thiones; alkynes; carbon disulfide; sulfur;
D O I
10.1016/j.tetlet.2004.08.091
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Mercapto-1,2-dithiole-3-thiones are easily prepared by deprotonation of terminal alkynes followed by sequential treatment with carbon disulfide, sulfur and acid; addition of alkylating agents at the last stage gives 4-alkylthio-1,2-dithiole-3-thiones instead. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7671 / 7674
页数:4
相关论文
共 25 条
[1]   Two versatile new routes to dinuclear molybdenum dithiolene complexes [J].
Abbott, A ;
Bancroft, MN ;
Morris, MJ ;
Hogarth, G ;
Redmond, SP .
CHEMICAL COMMUNICATIONS, 1998, (03) :389-390
[2]   Stabilisation of alkynyl dithiocarboxylates at a ruthenium centre:: X-ray crystal structures of [Ru(H)(CO)(S2CCCPh)(PPh3)2], [Ru(CO)(CPhCHPh)(S2CCCPh)(PPh3)2] and [Ru(CO)(CCMes)(S2CCCPh)(PPh3)2] [J].
Adams, H ;
McHugh, PE ;
Morris, MJ ;
Spey, SE ;
Wright, PJ .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 619 (1-2) :209-217
[3]   One-pot synthesis of 5-alkylthio-3H-1,2-dithiole-3-thiones [J].
Aimar, ML ;
Rossi, RH .
TETRAHEDRON LETTERS, 1996, 37 (13) :2137-2140
[4]  
Aimar ML, 2000, SYNTHESIS-STUTTGART, P1749
[5]   One-pot synthesis of 3H-1,2-dithiole-3-thione derivatives from dithiolmalonic esters [J].
Aimar, ML ;
Kreiker, J ;
de Rossi, RH .
TETRAHEDRON LETTERS, 2002, 43 (11) :1947-1949
[6]   5-THIATION OF 1,2-DITHIOLE-3-THIONES [J].
BROWN, JP .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (09) :1077-&
[7]   Thionation with the reagent combination of phosphorus pentasulfide and hexamethyldisiloxane [J].
Curphey, TJ .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (18) :6461-6473
[8]   SYNTHESIS OF 3H-1,2-DITHIOLE-3-THIONES BY A NOVEL OXIDATIVE CYCLIZATION [J].
CURPHEY, TJ ;
JOYNER, HH .
TETRAHEDRON LETTERS, 1993, 34 (45) :7231-7234
[9]   Dianions of 3-oxodithioic acids:: preparation and conversion to 3H-1,2-dithiole-3-thiones [J].
Curphey, TJ ;
Libby, AH .
TETRAHEDRON LETTERS, 2000, 41 (36) :6977-6980
[10]   A NEW SYNTHESIS OF 3H-1,2-DITHIOLE-3-THIONES [J].
CURPHEY, TJ ;
JOYNER, HH .
TETRAHEDRON LETTERS, 1993, 34 (23) :3703-3706