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Pd-Catalyzed Picolinamide-Directed Late-Stage Chalcogenation of Tryptophan-Containing Peptides

Raghunath Bag, Nagendra K. Sharma

2023The Journal of Organic Chemistry13 citationsDOI

Abstract

This report describes the Pd-catalyzed late-stage chalcogenation of tryptophan-containing peptides with disulfides/diselenides in moderate to good yields. It comprises broad substrate scope, functional group diversity, late-stage modification of drug molecules, and various valuable synthetic transformations, including room temperature easy removal of the picolinamide auxiliary, which could be applicable to tune the structure and function of peptides.

Topics & Concepts

ChemistryTryptophanCombinatorial chemistrySubstrate (aquarium)CatalysisMoleculeStereochemistryBiochemistryOrganic chemistryAmino acidOceanographyGeologySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
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