A photochemical C=C cleavage process: Toward access to backbone N-formyl peptides
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.
Ball, Zachary T.,Wang, Haopei
p. 2932 - 2938
(2022/01/12)
Electrochemical Models for Cytochrome P-450. N-Demethylation of Tertiary Amides by Anodic Oxidation
Anodic oxidation of N,N-dimethylamides in acetonitrile/water (95:5) containing NaClO4 gives the corresponding N-methylamides in high yields.N-Methyl-N-(hydroxymethyl)benzamide was isolated as an intermediate in the electrochemical N-demethylation of N,N-d
Hall, Larry R.,Iwamoto, Reynold T.,Hanzlik, Robert P.
p. 2446 - 2451
(2007/10/02)
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