Observational analysis demonstrates varied yields in N-arylation of 2-pyrrolidinone with aryl iodides, indicating underlying SET-radical chain processes.
The copper(I) complex containing cyclotriphosphazene as a tripodal tridentate ligand catalyzed the N-arylation of 2-pyrrolidinone with aryl iodides. The product yields of the reaction with electron-rich aryl iodides were lower than those with electron-deficient ones, while being scarcely affected by steric demand. These results imply that the reactions proceed via single electron transfer (SET)-radical chain process (SRN1) mechanism including radical anions generated from the aryl iodides.
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Kajiyama et al. (2025) studied this question.
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