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Selectfluor介导的烯胺酮与二硒化物的串联环化反应合成3-硒代色酮

Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones.

作者信息

Xia Ji-Hong, Chen Qian, Yuan Jin-Wei, Shi Wei-Shuo, Yang Liang-Ru, Xiao Yong-Mei

机构信息

ENOVA Pharmaceutical Research (Nanjing) Co. Ltd Nanjing 210033 P. R. China.

School of Chemistry & Chemical Engineering, Henan University of Technology Zhengzhou 450001 China

出版信息

RSC Adv. 2023 Sep 8;13(38):26948-26959. doi: 10.1039/d3ra05246j. eCollection 2023 Sep 4.

Abstract

A practical and metal-free approach for the regioselective selenation of chromones employing Selectfluor reagent under mild conditions is described. The developed method is suitable for a wide substrate scope and affords 3-selenylated chromones in good to excellent yield with high selectivity. An ionic mechanism is proposed for this transformation. Furthermore, the application of potassium thiocyanate with enaminones for the synthesis of thiocyano chromones in this transformation is also successful.

摘要

描述了一种实用的无金属方法,用于在温和条件下使用Selectfluor试剂对色酮进行区域选择性硒化。所开发的方法适用于广泛的底物范围,并能以良好至优异的产率和高选择性得到3-硒化色酮。提出了该转化的离子机理。此外,在该转化中,硫氰酸钾与烯胺酮用于合成硫氰基色酮的应用也取得了成功。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3975/10486202/7acfa8c81abb/d3ra05246j-s1.jpg

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