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无外部光催化剂条件下可见光介导的四氢异喹啉和异吲哚啉的需氧α-氧化反应

Visible-Light-Mediated Aerobic α-Oxygenation of Tetrahydroisoquinolines and Isoindolines Without External Photocatalysts.

作者信息

Ye Taiqiang, Li Yuzheng, Zhao Feng, Song Aorou, Zhong Zhaoxia, Tan Shenpeng, Li Feng

机构信息

Key Laboratory of Molecular Pharmacology and Drug Evaluation (Ministry of Education), Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, School of Pharmacy, Yantai University, Yantai 264005, China.

出版信息

Molecules. 2025 Feb 6;30(3):743. doi: 10.3390/molecules30030743.

DOI:10.3390/molecules30030743
PMID:39942847
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11820899/
Abstract

A visible-light-mediated strategy for the direct oxygenation of -substituted tetrahydroisoquinolines and isoindolines to the corresponding benzo-fused lactams under clean conditions without using any external photocatalysts has been developed. The reaction was performed in the presence of a catalytic amount of base and oxygen. Mechanistic studies reveal that the reaction is initiated by the substrates themselves as photosensitizers. Additionally, BHT could be used as a buffer-like additive to improve reaction selectivity and product yield in this photo-oxidation process.

摘要

已开发出一种可见光介导的策略,可在不使用任何外部光催化剂的清洁条件下,将α-取代的四氢异喹啉和异吲哚啉直接氧化为相应的苯并稠合内酰胺。该反应在催化量的碱和氧气存在下进行。机理研究表明,该反应由底物自身作为光敏剂引发。此外,在该光氧化过程中,BHT可用作类似缓冲剂的添加剂,以提高反应选择性和产物收率。

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本文引用的文献

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Org Biomol Chem. 2022 Oct 26;20(41):8031-8036. doi: 10.1039/d2ob01565j.
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