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可见光诱导对醌甲腙的氰烷基化反应及其在 GPR40 激动剂合成中的应用。

Visible-Light-Triggered Cyanoalkylation of para-Quinone Methides and Its Application to the Synthesis of GPR40 Agonists.

机构信息

State Key Laboratory of Elemento-Organic Chemistry , College of Chemistry, Nankai University , Tianjin 300071 , P. R. China.

出版信息

Org Lett. 2019 Jun 7;21(11):4137-4142. doi: 10.1021/acs.orglett.9b01325. Epub 2019 May 16.

Abstract

Cyanoalkylated diarylmethanes with biological and pharmacological potentials were synthesized from para-quinone methides and cyanoalkylating reagents through a photocatalytic process. This protocol is operationally simple and mild and has high efficiency, which gave the corresponding products in moderate to good yields. The synthetic utility of this work has been illustrated in the efficient synthesis of GPR40 agonists, which play an important role in FA-induced glucose-sensitive insulin secretion.

摘要

具有生物和药理学潜力的氰烷基化二芳基甲烷是通过光催化过程由对醌甲醚和氰烷基化试剂合成的。该方法操作简单温和,效率高,以中等至良好的收率得到了相应的产物。这项工作的合成实用性在 GPR40 激动剂的高效合成中得到了体现,GPR40 激动剂在 FA 诱导的葡萄糖敏感胰岛素分泌中起着重要作用。

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