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Photo-responsive modifications and photo-uncaging concepts are useful for spatiotemporal control of peptides structure and function. While side chain photo-responsive modifications are relatively common, access to photo-responsive modifications of backbone N–H bonds is quite limited. This letter describes a new photocleavage pathway, affording  N -formyl amides from vinylogous nitroaryl precursors under physiologically relevant conditions via a formal oxidative C=C cleavage. The  N -formyl amide products have unique properties and reactivity, but are difficult or impossible to access by traditional synthetic approaches.

A photochemical C=C cleavage process: toward access to backbone N-formyl peptides