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A ruthenium-catalyzed photoredox coupling of substituted N -aryltetrahydroisoquinolines (THIQs) and different bench-stable pyridinium salts was successfully developed to give fast access to 1-benzyl-THIQs. Furthermore, secondary alkyl and allyl groups were also successfully introduced via the same method. Additionally, the typically applied N -phenyl group in the THIQ substrate could be replaced by the cleavable p -methoxyphenyl (PMP) group and successful N-deprotection was demonstrated.

Photocatalytic deaminative benzylation and alkylation of tetrahydroisoquinolines with N-alkylpyrydinium salts