Selective Pyridine-Directed C–H Activation Enabled Synthesis of Pyridine-pyridone α-Helix Mimics

Abstract

The exploration of pyridine-directed C–H activation in 2-benzyl-6-phenylpyridine revealed selective bromination at the ortho-phenyl position via Rh catalysis, rather than the ortho-benzyl position. In contrast, the corresponding alkylation was unsuccessful, suggesting a preference for the Rh(III) pathway to minimize steric congestion from pyridine disubstitution. This mechanistic insight facilitated the development of a room-temperature C–H activation–bromination method, enabling the synthesis of a pyridine-pyridone α-helix mimic.

Key words

Rh-catalyzed C–H activation - reaction mechanisms - selectivity - C–H activation - heterocycle synthesis - α-helix mimics

• References


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