The selective functionalization of saturated hydrocarbons. Part 42. Further studies in selective phenylselenation.

被引:3
作者
Barton, DHR [1 ]
Lalic, G [1 ]
Smith, JA [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77843 USA
关键词
D O I
10.1016/S0040-4020(97)10397-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved procedure for the phenylselenation of saturated hydrocarbons has been developed. The reaction of tributylphosphine with diphenyl diselenide in the presence of Fe-II picolinate in pyridine-acetonitrile-trace of water affords a quantitative yield of phenylselenol. Subsequent or prior addition of the saturated hydrocarbon and final addition of 30% hydrogen peroxide gives phenylselenation in excellent yield based on the oxidant added. The mechanism of this reaction has been further studied; carbon and hydroxyl radicals are not part of the mechanism. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:1725 / 1734
页数:10
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