Current-Controlled Electrochemical Approach Toward Mono- and Trifluorinated Isoindolin-1-one Derivatives - Details

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An　electrochemical　intramolecular　5-exo-dig　aza-cyclization　of　2-alkynylbenzamides　and　subsequent　nucleophilic　fluorination　have　been　developed　to　afford　the　highly　selective　synthesis　of　mono-　and　trifluorinated　isoindolin-1-one　derivatives.　This　work　demonstrates　the　unique　capability　of　synthetic　electrochemistry　in　controlling　reaction　selectivity　through　the　applied　electrolytic　parameters.　In　addition,　the　obtained　monofluorinated　3-methyleneisoindolin-1-one　(19)　displays　interesting　photophysical　properties　that　are　not　observed　in　its　nonfluorinated　analog.　©　2024　American　Chemical　Society.

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[ 1 ] [Ding C.-L.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 2 ] [Xu Q.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 3 ] [Wu S.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 4 ] [Zhong Y.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 5 ] [He X.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 6 ] [Lin Y.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 7 ] [Li Y.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 8 ] [Ye K.-Y.]Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China

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Organic Letters

ISSN： 1523-7060

Year： 2024

Issue： 8

Volume： 26

Page： 1645-1651

4 . 9 0 0

JCR@2023

CAS Journal Grade：1

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