Convergent Paired Electrolysis for the Synthesis of Pyrazolyl‐Substituted Tetrahydroisoquinolines

A convergent paired electrolysis method for the synthesis of 1‐pyrazolyl‐substituted tetrahydroisoquinolines has been developed. The reaction proceeded without any transition metal catalyst and chemical oxidant. The desired products could be isolated in high yields (80–99%) in 60–80 minutes. The Far...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2023-12, Vol.365 (23), p.4198-4204
Main Authors: Kong, Yanyan, Huang, Mengmeng, Li, Yabo, Keun Kim, Jung, Gong, Ming, Wu, Yangjie
Format: Article
Language:English
Subjects:
Convergence
Cross-coupling
C−N bond
Electrolysis
Oxidizing agents
Paired electrolysis
Pyrazole
Substitutes
Synthesis
Tetrahydroisoquinoline
Transition metals
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Summary:A convergent paired electrolysis method for the synthesis of 1‐pyrazolyl‐substituted tetrahydroisoquinolines has been developed. The reaction proceeded without any transition metal catalyst and chemical oxidant. The desired products could be isolated in high yields (80–99%) in 60–80 minutes. The Faradaic efficiency was 108% and gram‐scale synthesis (84%) could be carried out. Mechanistic studies revealed that the C−N bond formation process might mainly involve a nucleophilic addition reaction.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300607