HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling.,The Journal of Organic Chemistry

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HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-07-28 , DOI: 10.1021/acs.joc.0c01207
Yixin Chen ₁ , Yurong Wang ₁ , Rong Zhong ₁ , Jinshan Li ₂

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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.

中文翻译：

HFIP通过脱水交叉偶联促进了劳森和4-羟基香豆素与醇的C3烷基化。

报道了在1,1,1,3,3,3-六氟异丙醇（HFIP）中将醇类和4-羟基香豆素与烷基直接烷基化的环境友好系统。通过利用HFIP的独特性质，通过脱水交叉偶联过程使反应顺利进行。可以以40-93％的收率获得各种烷基化产物和随后的一锅环化产物（吡喃萘醌和吡喃香豆素）。

更新日期：2020-08-21

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