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Indium-mediated cleavage of diphenyl diselenide and diphenyl disulfide: efficient one-pot synthesis of unsymmetrical diorganyl selenides, sulfides, and selenoesters |
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| Authors: | Wanida Munbunjong Poonlarp Ngernmaneerat Sung Jun Kim Warinthorn Chavasiri Doo Ok Jang |
| Institution: | a Department of Chemistry, Yonsei University, Wonju 220-710, Republic of Korea b Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand c Center of Petroleum, Petrochemicals and Advanced Materials, Chulalongkorn University, Bangkok 10330, Thailand |
| 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 iodine. |
| Keywords: | Alkyl phenyl selenide Alkyl phenyl sulfide Alkyl halide Diphenyl diselenide Diphenyl disulfide Indium |
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