Indium-mediated cleavage of diphenyl diselenide and diphenyl disulfide: efficient one-pot synthesis of unsymmetrical diorganyl selenides, sulfides, and selenoesters
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- 作者：Wanida Munbunjong ; Eun Hwa Lee ; Poonlarp Ngernmaneerat ; Sung Jun Kim ; Gurpinder Singh ; Warinthorn Chavasiri ; Doo Ok Jang
- 关键词：Alkyl phenyl selenide ; Alkyl phenyl sulfide ; Alkyl halide ; Diphenyl diselenide ; Diphenyl disulfide ; Indium
- 刊名：Tetrahedron
- 出版年：2009
- 出版时间：21 March 2009
- 年：2009
- 卷：65
- 期：12
- 页码：2467-2471
- 全文大小：399 K
文摘
A convenient and efficient method was developed for the synthesis of alkyl phenyl selenides, sulfides, and selenoesters in one-pot reaction by using indium metal. The reaction showed the selectivity for tert-alkyl, benzylic, and allylic halides over primary and secondary alkyl halides. For the reaction of primary and secondary alkyl iodides and bromides, the yields of selenides were improved by the addition of a catalytic amount of iodine.