Controlled Relay Process to Access N-Centered Radicals for Catalyst-free Amidation of Aldehydes under Visible Light

•Relay process for the controllable formation of N-centered radicals under visible light•Amidation aldehydes catalyst-, oxidant-, and coupling-reagent-free conditions•Atom economic transformation that results in NaCl as only byproduct•Broad scope high functional group tolerance leading to excellent applicability Amides are an important class structural motifs prevalently found bioactive compounds synthetic materials great significance. Amidation has been established atom-efficient strategy amide synthesis; however, current methods lack mainly due requirement troublesome reagents. In this article, we describe unconventional relay convert amides conditions, which is enabled by development a new mechanistic platform gives efficient access light. A wide range (hetero)aromatic aliphatic can be employed, including those derived from biologically relevant complex molecules. We anticipate accomplished methodological advances, combined with unique features, will lead widespread application present broad research fields. Nitrogen-centered have attracted increasing attention versatile reactive intermediate diverse C–N bond constructions. Despite significant advances achieved realm, such species catalyst-free conditions remains highly challenging. Here, report involving slow situ generation photoactive N-chloro via formation, subsequently enables mild selective light conditions. The utility approach demonstrated conversion amides, employing N-chloro-N-sodio carbamates practical amidating source. This operation obviates need catalysts, external oxidants, coupling reagents typically required related processes, consequently allowing late-stage functionalization. ubiquity nitrogen-based high-value engendered one most organic transformations.1Roughley S.D. Jordan A.M. medicinal chemist’s toolbox: analysis reactions used pursuit drug candidates.J. Med. 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Derivatives O-benzyl (Cbz, 52–54, 57%–93%), O-methyl (55, 85%) O-ethyl (56, 88%), sulfonamide (57, 60%) reacted. investigated