Transition-metal-catalyzed synthesis of organophosphorous and organosulfur compounds

被引:16
作者
Arisawa, Mieko
Yamaguchi, Masahiko
机构
[1] Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku Univertsity, Sendai 980-8578
关键词
rhodium; palladium; S-S bond cleavage; addition; C-H activation; organophosphorous; organosulfur;
D O I
10.5059/yukigoseikyokaishi.65.1213
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Organoheteroatom compounds of phosphorous and sulfur are important in relation to the development of biologically active substances and materials. Conventional synthesis in general employed substitution reactions of organohalogen compounds with heteroatom reagents. It was considered that i) the addition reaction to unsaturated compounds; ii) the substitution reaction of C-H bond; iii) single bond metathesis would be more favorable, since the starting materials are readily available, and the reactions are atom-economical. Described here is the use of transition metal catalysis for such syntheses of organosulfur and organophosphorous compounds.
引用
收藏
页码:1213 / 1224
页数:12
相关论文
共 28 条
[1]  
Abel E. W., 1995, COMPREHENSIVE ORGANO
[2]   RhCl3-catalyzed disulfide exchange reaction using water solvent in homogeneous and heterogeneous systems [J].
Arisawa, M ;
Suwa, A ;
Yamaguchi, M .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (06) :1159-1168
[3]   Palladium-catalyzed synthesis of 1-alkylphosphonium salts from 1-alkenes [J].
Arisawa, M ;
Yamaguchi, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (01) :50-51
[4]   Equilibrating C-S bond formation by C-H and S-S bond metathesis. Rhodium-catalyzed alkylthiolation reaction of 1-alkynes with disulfides [J].
Arisawa, M ;
Fujimoto, K ;
Morinaka, S ;
Yamaguchi, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (35) :12226-12227
[5]   Rhodium-catalyzed thiophosphinylation and phosphinylation reactions of disulfides and diselenides [J].
Arisawa, M ;
Ono, T ;
Yamaguchi, M .
TETRAHEDRON LETTERS, 2005, 46 (34) :5669-5671
[6]   Oxidation/reduction interconversion of thiols and disulfides using hydrogen and oxygen catalyzed by a rhodium complex [J].
Arisawa, M ;
Sugata, C ;
Yamaguchi, M .
TETRAHEDRON LETTERS, 2005, 46 (36) :6097-6099
[7]   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
[8]   Rhodium-catalyzed synthesis of isothiocyanate from isonitrile and sulfur [J].
Arisawa, M ;
Ashikawa, M ;
Suwa, A ;
Yamaguchi, M .
TETRAHEDRON LETTERS, 2005, 46 (10) :1727-1729
[9]   Rhodium-catalyzed disulfide exchange reaction [J].
Arisawa, M ;
Yamaguchi, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (22) :6624-6625
[10]   Rhodium-catalyzed regio- and stereoselective 1-seleno-2-thiolation of 1-alkynes [J].
Arisawa, M ;
Kozuki, Y ;
Yamaguchi, M .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (23) :8964-8967