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A case of chain propagation: α-aminoalkyl radicals as initiators for aryl radical chemistry.

ABSTRACT: The generation of aryl radicals from the corresponding halides by redox chemistry is generally considered a difficult task due to their highly negative reduction potentials. Here we demonstrate that α-aminoalkyl radicals can be used as both initiators and chain-carriers for the radical coupling of aryl halides with pyrrole derivatives, a transformation often employed to evaluate new highly reducing photocatalysts. This mode of reactivity obviates for the use of strong reducing species and was also competent in the formation of sp² C-P bonds. Mechanistic studies have delineated some of the key features operating that trigger aryl radical generation and also propagate the chain process.

SUBMITTER: Constantin T

PROVIDER: S-EPMC8163300 | biostudies-literature |

REPOSITORIES: biostudies-literature

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