Wang, HaopeiBall, Zachary T.2022-01-212022-01-212021Wang, Haopei and Ball, Zachary T.. "A photochemical C=C cleavage process: toward access to backbone N-formyl peptides." <i>Beilstein Journal of Organic Chemistry,</i> 17, (2021) Beilstein-Institut: 2932-2938. https://doi.org/10.3762/bjoc.17.202.https://hdl.handle.net/1911/111928Photo-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.engThis is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.Journal article1860-5397-17-202https://doi.org/10.3762/bjoc.17.202