Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin.

نویسندگان

  • Supasorn Phae-Nok
  • Chutima Kuhakarn
  • Manat Pohmakotr
  • Vichai Reutrakul
  • Darunee Soorukram
چکیده

A convenient synthetic approach to α,β-unsaturated γ-butyrolactones and α,β-unsaturated γ-butyrolactams is developed. The reaction proceeds via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams, employing 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation, followed by dehydroiodination of β-iodo-γ-butyrolactones and γ-butyrolactams providing good yields of α,β-unsaturated γ-butyrolactones and γ-butyrolactams, which are synthetically useful building blocks in organic synthesis.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 13 45  شماره 

صفحات  -

تاریخ انتشار 2015