由炔丙醇一锅法合成α-碘代取代的α,β-不饱和醛
One-pot synthesis of alpha-iodo-substituted alpha,beta-unsaturated aldehydes from propargylic alcohols.
作者信息
Chen Shufeng, Wang Jianbo
机构信息
Beijing National Laboratory of Molecular Sciences (BNLMS), Green Chemistry Center (GCC), and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.
出版信息
J Org Chem. 2007 Jun 22;72(13):4993-6. doi: 10.1021/jo070230x. Epub 2007 May 25.
An efficient one-pot method for the preparation of alpha-iodo-substituted alpha,beta-unsaturated aldehydes (alpha-iodoenals) from propargylic alcohol is developed. The reaction proceeds via an iodoallene intermediate, which is generated in situ by the reaction of propargylic alcohol with aqueous HI. The iodoallene intermediate is further transformed to an alpha-iodoenal derivative in good overall yield by oxidation with molecular O(2).
开发了一种从炔丙醇制备α-碘代取代的α,β-不饱和醛（α-碘代烯醛）的高效一锅法。该反应通过碘代丙二烯中间体进行，该中间体由炔丙醇与氢碘酸水溶液反应原位生成。通过用分子氧（O₂）氧化，碘代丙二烯中间体进一步以良好的总收率转化为α-碘代烯醛衍生物。
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