Rhodium-catalyzed thiophosphinylation and phosphinylation reactions of disulfides and diselenides

被引:54
作者
Arisawa, M [1 ]
Ono, T [1 ]
Yamaguchi, M [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
基金
日本学术振兴会;
关键词
D O I
10.1016/j.tetlet.2005.06.109
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkyl and aryl dithiophosphinates were synthesized by the reaction of disulfides with biphosphine disulfides in the presence of RhH(PPh3)(4) and 1,2-diphenylphosphinoethane (dppe). The catalyst also promoted synthesis of thiophosphinates and selenothiophosphinates from disulfides and diselenides. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5669 / 5671
页数:3
相关论文
共 19 条
[1]  
ANDO F, 1991, MEMOIRS COLL ENG CHU, V27, P193
[2]   Rhodium-catalyzed sulfur atom exchange reaction between organic polysulfides and sulfur [J].
Arisawa, M ;
Tanaka, K ;
Yamaguchi, M .
TETRAHEDRON LETTERS, 2005, 46 (28) :4797-4800
[3]   Rhodium-catalyzed disulfide exchange reaction [J].
Arisawa, M ;
Yamaguchi, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (22) :6624-6625
[4]  
ARISAWA M, UNPUB J AM CHEM SOC
[5]   Reactions of (RP)- and (SP)-tert-butylphenylphosphinobromidates and tert-butylphenylthionophosphinochloridates with heteroatom nucleophiles;: preparation of P-chiral binol phosphinates and related compounds [J].
Au-Yeung, TL ;
Chan, KY ;
Chan, WK ;
Haynes, RK ;
Williams, ID ;
Yeung, LL .
TETRAHEDRON LETTERS, 2001, 42 (03) :453-456
[6]   ORGANO-PHOSPHORUS COMPOUNDS .3. PHOSPHINIC AND THIOPHOSPHINIC CYANIDES AS FLUORESCENT SH-SELECTIVE REAGENTS [J].
HORNER, L ;
LINDEL, H .
CHEMISCHE BERICHTE-RECUEIL, 1985, 118 (02) :676-682
[7]   P-chiral phosphinoselenoic chlorides and phosphinochalcogenoselenoic acid esters:: Synthesis, characterization, and conformational studies [J].
Kimura, T ;
Murai, T .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (03) :952-959
[8]  
KUCHEN W, 1964, ANGEW CHEM, V76, P496
[9]   CHEMISTRY OF S-TRIFLUOROMETHYL ORGANOPHOSPHOROTHIOATES AND THEIR STRUCTURAL ANALOGS A CONVENIENT SYNTHESIS OF ORGANO-PHOSPHORUS FLUORIDATES [J].
LOPUSINSKI, A .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1989, 45 (1-2) :137-143
[10]   THIOCYANATION OF DIALKYL PHOSPHITES AND THEIR STRUCTURAL ANALOGS BY THIOCYANOGEN (SCN)2 - MECHANISM AND STEREOCHEMISTRY [J].
LOPUSINSKI, A ;
LUCZAK, L ;
MICHALSKI, J .
TETRAHEDRON, 1982, 38 (05) :679-683