The cascade amination/cyclization of N‐arylacrylamides with alkyl amines under visible‐light photoredox catalysis is realized via intermediacy of aminium radicals. The aminium radicals are generated by a two‐step sequence which involves N‐chlorination of alkyl amines and subsequent reductive N−Cl cleavage. This method provides a convenient access to aminated oxindoles.magnified image
Difunctionalization of alkenes enables construction of complex compounds in one pot. In this report, we presented an intermolecular, redoxneutral three-component dicarbofunctionalization of activated alkenes under mild reaction conditions. The mechanistic studies indicated tertiary alkyl radicals from oxalate salts were first added to alkenes in Giese-type fashion, followed by nucleophilic addition with aldehydes to produce the desired 1,2-dialkylation products. The catalyst system does not require any additives, with good functional group compatibility, regioselectivity, and constructs two tertiary carbon centers simultaneously.
We
describe a new strategy for aminoarylation of alkenes by copper-catalyzed
smiles rearrangement using O-benzoylhydroxylamines
as the amine reagent. This method affords various β-amino amide
derivatives possessing a quaternary carbon center with wide functional
group tolerance and high regioselectivity. The mechanistic studies
indicate that the transformation can involve aminyl radical intermediates
under acid-free condition.
An approach for the preparation of boronated γ-lactams via palladium-catalyzed boryldifluoroalkylation of alkenes with α-bromodifluoroacetamides was developed. This method exhibits good functional group tolerance. Various boronated products were obtained in moderate to good yields for 1 h. Mechanistic studies indicated that this reaction may involve an intramolecular radical cascade cyclization process.
A mild and facile approach to construct various perfluoroketones via photo-catalyzed difluoroalkylation of difluoroenoxysilanes is accomplished. The reaction includes the strategy of combination of two fluorine-containing functional groups, which confers...
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