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可见光诱导的自由基加成/环化反应构建含分子内1,5-氢原子转移过程的苯基磺酰基官能化二氢苯并呋喃

Visible Light-Induced Radical Addition/Annulation to Construct Phenylsulfonyl-Functionalized Dihydrobenzofurans Involving an Intramolecular 1,5-Hydrogen Atom Transfer Process.

作者信息

Xie Shentong, Li Yifan, Liu Ping, Sun Peipei

机构信息

School of Chemistry and Materials Science, Jiangsu Provincial Key Laboratory of Material Cycle Processes and Pollution Control, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, Nanjing Normal University, Nanjing 210023, P. R. China.

出版信息

Org Lett. 2020 Nov 20;22(22):8774-8779. doi: 10.1021/acs.orglett.0c03038. Epub 2020 Nov 4.

Abstract

A visible light-induced radical cascade reaction of 2-alkynylarylethers with sodium sulfinates was established for the synthesis of sulfonyl-functionalized dihydrobenzofurans, and an intramolecular 1,5-hydrogen atom transfer was involved in this transformation. This process provided an efficient and convenient C-C formation protocol for the construction of a dihydrobenzofuran ring. Various substituents on 2-alkynylarylethers and sodium sulfinates were tolerated in the reaction, and the corresponding products were obtained in moderate to good yields.

摘要

建立了一种可见光诱导的2-炔基芳基醚与亚磺酸钠的自由基级联反应,用于合成磺酰基官能化的二氢苯并呋喃,该转化过程涉及分子内1,5-氢原子转移。此过程为构建二氢苯并呋喃环提供了一种高效便捷的碳-碳形成方法。反应中2-炔基芳基醚和亚磺酸钠上的各种取代基均可耐受,相应产物的收率为中等至良好。

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