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可见光诱导的自由基串联环化反应:一种无催化剂合成三氟甲基化杂环化合物的方法。

Visible-light-induced radical cascade cyclization: a catalyst-free synthetic approach to trifluoromethylated heterocycles.

作者信息

Yang Chuan, Shi Wei, Tian Jian, Guo Lin, Zhao Yating, Xia Wujiong

机构信息

College of Chemical and Material Engineering, Quzhou University, Quzhou 324000, China.

State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen, 518055, China.

出版信息

Beilstein J Org Chem. 2024 Jan 19;20:118-124. doi: 10.3762/bjoc.20.12. eCollection 2024.

Abstract

A visible-light-promoted research protocol for constructing dihydropyrido[1,2-]indolone skeletons is herein described proceeding through a cascade cyclization mediated by trifluoromethyl radicals. This method allows the efficient synthesis of various indole derivatives without the need of photocatalysts or transition-metal catalysts. Mechanism experiments indicate that the process involves a radical chain process initiated by the homolysis of Umemoto's reagent. This straightforward method enables a rapid access to heterocycles containing a trifluoromethyl group.

摘要

本文描述了一种可见光促进的构建二氢吡啶并[1,2 - ]吲哚酮骨架的研究方案,该方案通过三氟甲基自由基介导的串联环化反应进行。该方法无需光催化剂或过渡金属催化剂就能高效合成各种吲哚衍生物。机理实验表明,该过程涉及由梅本试剂的均裂引发的自由基链反应。这种直接的方法能够快速获得含三氟甲基的杂环化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddaa/10804559/30cf77dcaf6d/Beilstein_J_Org_Chem-20-118-g002.jpg

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