Tetrahedron

Indium-mediated cleavage of diphenyl diselenide and diphenyl disulfide: efficient one-pot synthesis of unsymmetrical diorganyl selenides, sulfides, and selenoesters

W Munbunjong, EH Lee, P Ngernmaneerat, SJ Kim…

Index: Munbunjong, Wanida; Lee, Eun Hwa; Ngernmaneerat, Poonlarp; Kim, Sung Jun; Singh, Gurpinder; Chavasiri, Warinthorn; Jang, Doo Ok Tetrahedron, 2009 , vol. 65, # 12 p. 2467 - 2471

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Citation Number: 29

Abstract

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 ...