Visible-Light-Photocatalyzed Dicarbofunctionalization of Conjugated Alkenes with Ketone-Based Dihydroquinazolinones

A visible-light-photocatalyzed
1,2-arylalkylation of N-(arylsulfonyl)acrylamides
with ketone-based dihydroquinazolinones
is described. The formal C–C bond cleavage of aliphatic ketones
is unified with tandem radical alkylation/1,4-aryl migration/desulfonylation
to forge two different types of vicinal C–C bonds and construct
an all-carbon quaternary α-stereocenter, thus enhancing the
carbogenic complexity and tolerating diverse functionalities. Additional
to telescopic synthesis and product diversification, this method features
a radical dicarbofunctionalization of conjugated N-(arylsulfonyl)acrylamides with a nucleophilic alkyl radical precursor
(dihydroquinazolinone) utilizing oxygen as a green oxidant at ambient
temperature.