Direct Catalytic Decarboxylative C1-Alkylation of Unprotected Tetrahydroisoquinolines via Photoredox Catalysis

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Authors: Shihui Zhang, Ping-Fu Zhong, Lin Guo, Jiabin Shen, Yating Zhao, Chao Yang, Wujiong Xia
Cited by: 5
References: 40

Abstract

The direct catalytic functionalization at the C1-position of unprotected tetrahydroisoquinolines (THIQs) remains a challenging task in synthetic chemistry. In this study, we have developed a photocatalytic strategy that utilizes readily available alkyl carboxylic acids as alkylating agents. Under the catalysis of 9-phenylacridine and visible-light irradiation, direct decarboxylative alkylation of unprotected THIQs has been achieved. This method requires no prefunctionalization of substrates and exhibits excellent substrate compatibility with a wide range of carboxylic acids and THIQ derivatives, providing an efficient and versatile approach for the rapid assembly of pharmaceutically active C1-alkylated 3,4-dihydroisoquinoline (DHIQ) skeletons.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Radical Photochemical Reactions Berberine and alkaloids research

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
4
Pages
1475–1480
Publication date
19 January 2026
Language
EN