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(Chemical Equation Presented) We report the application of visible-light photoredox catalysis for the formation of C-C bonds between tertiary N-arylamines and nitroalkanes via an oxidative aza-Henry reaction. In the presence of 1 mol % Ir(ppy)2(dtbbpy)PF6, efficient coupling of nitroalkanes with in situ-generated iminium ions provides the desired products in up to 96% yield. Mechanistic studies suggest that reductive quenching of the Ir3+ excited state by the tertiary amine leads to the ammonium radical cation, with subsequent catalyst turnover (Ir2+ ? Ir3+) likely effected by atmospheric oxygen. Copyright
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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem