Photochemical organocatalytic heteroarylation of anilines and secondary alicyclic amines in continuous-flow

Abstract

C–N bond formation plays a crucial role in various chemical synthesis processes in both the chemical industry and nature. While numerous methods have been developed for the formation of C–N bonds, only a few meet the criteria of “green chemistry”. In this study, we present a continuous-flow procedure for the decyanative N-heteroarylation of anilines and secondary alicyclic amines using a photoorganocatalytic reaction. Through the synergistic combination of photochemistry, organocatalysis, and continuous-flow technology, we were able to achieve high and close to quantitative yields, while significantly reducing the reaction time from 12 hours in batch procedures to just 1 hour in continuous-flow conditions.

Graphical abstract: Photochemical organocatalytic heteroarylation of anilines and secondary alicyclic amines in continuous-flow

Supplementary files

Article information

Article type
Paper
Submitted
08 Mar 2024
Accepted
02 Apr 2024
First published
03 Apr 2024

React. Chem. Eng., 2024, Advance Article

Photochemical organocatalytic heteroarylation of anilines and secondary alicyclic amines in continuous-flow

E. N. Boronin, M. M. Svetlakova, I. I. Vorobyov, Y. B. Malysheva, Y. V. Polushtaytsev, S. N. Mensov, A. V. Vorotyntsev, A. Yu. Fedorov, T. Noël and A. V. Nyuchev, React. Chem. Eng., 2024, Advance Article , DOI: 10.1039/D4RE00130C

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