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
日期:——
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
开发了一种简便的合成方法,合成α,β-不饱和γ-丁内酯和α,β-不饱和γ-丁内酰胺。该反应通过在辐射下使用1,3-二碘-5,5-二甲基乙内酰脲(DIH)对对苯二甲酸和β-羧基-γ-丁内酰胺进行脱羧碘化,然后对β-碘-γ-丁内酯和γ-进行加氢碘化来进行。丁内酰胺可提供高产率的α,β-不饱和γ-丁内酯和γ-丁内酰胺,它们是有机合成中合成有用的组成部分。