Photocatalytic α-C–H heteroarylation of primary amines George Johnson, George Ballantyne, Josh Tibbetts, James Grayson, Alexander Cresswell* Department of Chemistry, University of Bath, UK
We report a photocatalytic synthesis of α-heteroaryl amines by direct heteroarylation at the α-C–H bond of unprotected primary alkylamines using dual photoredox and HAT catalysis. Building upon our previous work on the synthesis of γ-lactams 1 and γ-arylamines 2 from unprotected primary amines, we have now developed a simple methodology for α-C–H heteroarylation that is amenable to both batch and flow chemistry. Using identical starting materials to the classical S N Ar reaction for N -aryl bond formation, this reaction allows for divergent access to discrete regions of chemical space from the same reagents.
References 1. Cresswell A. J. et al. , Angewandte Chemie International Edition 2020 , 59 , 14986 2. Cresswell A. J. et al. , Am. Chem. Soc. 2021 , 143 , 15936
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