The invention of radical reactions .37. A convenient radical synthesis of dialkyl diselenides from carboxylic acids.

被引:18
作者
Barton, DHR
Fontana, G
机构
[1] Department of Chemistry, Texas A and M University, College Station
关键词
D O I
10.1016/0040-4020(96)00665-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and convenient synthesis of dialkyl diselenides from carboxylic acids by Barton PTOC ester based radical chemistry is described. This method was especially successful when O-cholestan-3 beta-yl-2,2,2-tricholoroselenoacetate and O-neopentyl selenobenzoate were used as radical traps. Copyright (C) Elsevier Science Ltd
引用
收藏
页码:11163 / 11176
页数:14
相关论文
共 55 条
[1]  
Backer HJ, 1942, RECL TRAV CHIM PAY-B, V61, P802
[2]  
BAGNALL KW, 1973, COMPREHENSIVE INORGA, P940
[3]  
Barton D. H. R., 1990, Aldrichimica Acta, V23, P3
[4]   THE INVENTION OF RADICAL REACTIONS .33. HOMOLOGATION REACTIONS OF CARBOXYLIC-ACIDS BY RADICAL-CHAIN CHEMISTRY [J].
BARTON, DHR ;
CHERN, CY ;
JASZBERENYI, JC .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1995, 48 (02) :407-425
[5]   ELEMENTAL WHITE PHOSPHORUS AS A RADICAL TRAP - A NEW AND GENERAL-ROUTE TO PHOSPHONIC-ACIDS [J].
BARTON, DHR ;
ZHU, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (05) :2071-2072
[6]   THE REACTION OF CARBON RADICALS WITH SULFUR - A CONVENIENT SYNTHESIS OF THIOLS FROM CARBOXYLIC-ACIDS [J].
BARTON, DHR ;
CASTAGNINO, E ;
JASZBERENYI, JC .
TETRAHEDRON LETTERS, 1994, 35 (33) :6057-6060
[7]   The invention of radical reactions .35. A novel radical fission reaction of N-sulfonylthioxocarbamates. [J].
Barton, DHR ;
Fontana, G ;
Yang, Y .
TETRAHEDRON, 1996, 52 (08) :2705-2716
[8]   THE INVENTION OF RADICAL REACTIONS .18. A CONVENIENT SOLUTION TO THE 1-CARBON PROBLEM (R-CO2H-](R-CO2H)-C-13) [J].
BARTON, DHR ;
OZBALIK, N ;
VACHER, B .
TETRAHEDRON, 1988, 44 (12) :3501-3512
[9]   The invention of radical reactions .36. Synthetic studies related to 3-deoxy-D-manno-2-octulosonic acid (KDO) [J].
Barton, DHR ;
Jaszberenyi, JC ;
Liu, WS ;
Shinada, T .
TETRAHEDRON, 1996, 52 (08) :2717-2726
[10]   NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS [J].
BARTON, DHR ;
MCCOMBIE, SW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16) :1574-1585