Catalytic Radical-Polar Crossover Ritter Reaction

20 April 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A catalytic radical-polar crossover Ritter reaction is described. The transformation proceeds under acid-free conditions and tolerates a variety of functional groups. The catalyst design overcomes limitations in the substitution pattern of starting materials and enables hydroamidation of a diverse range of alkenes. Formation of hydrogen contributes to the background consumption of reductant and oxidant and competes with the desired pathway, pointing to a mechanistic link between hydrogen atom transfer-initiated organic reactions and hydrogen evolution catalysis.

Keywords

Ritter reaction
radical-polar crossover reactions
hydrogen atom transfer
cobalt hydrides
hydrogen evolution
cobalt salen complexes
cobalt catalysis
radical reactions

Supplementary materials

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Supporting Information Pronin et al
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