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6-苯并[c]色烯支架的合成:钯催化环化继以空气氧化的合成策略

Synthesis of 6-Benzo[c]chromene Scaffolds: A Synthetic Strategy of Pd-Catalyzed Annulation Followed by Aerial Oxidation.

作者信息

Chutia Kangkana, Saikia Priyanka, Dutta Dhiraj, Das Babulal, Gogoi Pranjal

机构信息

Applied Organic Chemistry Group, Chemical Science and Technology Division, CSIR-North East Institute of Science and Technology, Jorhat 785006, India.

Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.

出版信息

J Org Chem. 2025 Jan 17;90(2):1137-1147. doi: 10.1021/acs.joc.4c02780. Epub 2025 Jan 3.

Abstract

A synthetic strategy of a palladium-catalyzed cascade annulation reaction followed by aerial oxidation was designed to construct 6-benzo[c]chromene scaffolds. Various 6-benzo[c]chromenes were synthesized under mild reaction conditions using easily accessible -QMs and commercially available -hydroxyarylboronic acids. One of the synthesized chromenes has been ambiguously confirmed by single-crystal XRD analysis. Interestingly, our synthesized 6-benzo[c]chromenes could be easily transformed into valuable 6-benzo[c]chromen-6-ones via aerial oxidation.

摘要

设计了一种钯催化的串联环化反应,随后进行空气氧化的合成策略,以构建6-苯并[c]色烯骨架。使用易于获得的-QMs和市售的-羟基芳基硼酸,在温和的反应条件下合成了各种6-苯并[c]色烯。其中一种合成的色烯已通过单晶XRD分析得到明确证实。有趣的是,我们合成的6-苯并[c]色烯可以通过空气氧化轻松转化为有价值的6-苯并[c]色烯-6-酮。

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