• Studies on NaI/DMSO inducedretro-Michael addition (RMA) reactions on some 1,5-dicarbonyl compounds

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      https://www.ias.ac.in/article/fulltext/jcsc/117/01/0027-0032

    • Keywords

       

      retro-Michael addition; microwave-mediated organic reactions; retro reactions

    • Abstract

       

      Studies on the reaction of some 1,5-ketodiesters/1,5-diketones with NaX (X = Cl/Br/I)/DMSO have shown that under microwave/thermal conditions, facileretro-Michael addition (RMA) reaction takes place instead of formation of the expected Krapcho products. Mechanistic studies have shown that the NaI/DMSO system is a better system than NaCl/DMSO or NaBr/DMSO to promote the RMA pathway and DMSO is an essential requirement. The electrophilic halide ion could be involved in this fragmentation reaction.

    • Author Affiliations

       

      H Surya Prakash Rao1 S Jothilingam1

      1. Department of Chemistry, Pondicherry University, Pondicherry - 605 014, India
    • Dates

       
  • Journal of Chemical Sciences | News

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