HFIP 促进大黄素和 4-羟基香豆素与醇的脱水交叉偶联的 C3 烷基化反应。
HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling.
机构信息
College of Pharmaceutical Science, Zhejiang Chinese Medical University, Hangzhou 310053, P. R. China.
Advanced Research Institute and Department of Chemistry, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. China.
出版信息
J Org Chem. 2020 Aug 21;85(16):10638-10647. doi: 10.1021/acs.joc.0c01207. Epub 2020 Aug 6.
An environmentally benign system for the direct alkylation of lawsones and 4-hydroxycoumarins with alcohols in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) is reported. The reaction proceeded smoothly via a dehydrative cross-coupling process by utilizing the unique properties of HFIP. A variety of alkylated products and subsequent one-pot cyclized products (pyranonaphthoquinones and pyranocoumarins) could be obtained in 40-93% yields.
报道了一种在 1,1,1,3,3,3-六氟异丙醇（HFIP）中用醇直接将劳森酮和 4-羟基香豆素烷基化的环境友好型体系。该反应通过利用 HFIP 的独特性质，通过脱水交叉偶联过程顺利进行。可以以 40-93%的收率得到各种烷基化产物和随后的一锅环化产物（吡喃并萘醌和吡喃香豆素）。
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