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Electrochemical Multicomponent Cascade Radical Process Enabling Synthesis of Iodomethyl Spiropyrrolidinyl‐Oxindoles.

Authors :
He, Jingrui
Mei, Haibo
Escorihuela, Jorge
Han, Jianlin
Source :
Chinese Journal of Chemistry. Aug2024, Vol. 42 Issue 15, p1691-1698. 8p.
Publication Year :
2024

Abstract

Comprehensive Summary: A novel electrochemical multicomponent cascade reaction of indole‐tethered alkenes with CF3SO2Na and n‐Bu4NI has been developed, which enables the rapid assembly of spiropyrrolidinyl‐oxindoles in good yields. The experimental results and DFT calculations suggest that this reaction proceeds through the oxidation of CF3SO2Na, radical coupling with alkene, spirocyclization, oxidation of sulfinate, iodide substitution, and water coupling. This strategy features mild reaction conditions, easy‐to‐handle reactants, and good chemical yields. This finding not only enriches the research contents of indole‐tethered alkenes but also provides a green strategy for the construction of spiropyrrolidinyl‐oxindoles compared with the existing methodologies. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
1001604X
Volume :
42
Issue :
15
Database :
Academic Search Index
Journal :
Chinese Journal of Chemistry
Publication Type :
Academic Journal
Accession number :
178179153
Full Text :
https://doi.org/10.1002/cjoc.202400127