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

作者: Supasorn Phae-nok , Chutima Kuhakarn , Manat Pohmakotr , Vichai Reutrakul , Darunee Soorukram

DOI: 10.1039/C5OB01574J

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

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