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用于合成黄酮类化合物的三氟乙酸介导的串联傅克烷基化/环化/氢转移过程

TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds.

作者信息

Wu Yan-Chao, Liu Li, Liu Yu-Liang, Wang Dong, Chen Yong-Jun

机构信息

Beijing National Laboratory for Molecular Science (BNLMS), Center for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing, PR China.

出版信息

J Org Chem. 2007 Nov 23;72(24):9383-6. doi: 10.1021/jo7015604. Epub 2007 Nov 1.

DOI:10.1021/jo7015604
PMID:17973529
Abstract

The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.

摘要

在回流的三氟乙酸(TFA)中,酚类与查耳酮的串联反应以中等至良好的分离产率得到了2-羟基-2-苯基-2H-色烯的黄鎓盐物种。该反应被认为涉及傅克烷基化、脱水环化、分子间氢转移和水合的串联转化。作为一种多功能催化剂,三氟乙酸有效地且清洁地介导了这些过程。

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