Visible-Light-Mediated Regioselective Chlorosulfonylation of Acrylamides
Visible-Light-Mediated Regioselective Chlorosulfonylation of Acrylamides: M. Zurro, S. Torres-Oya, G. G. Otárola, J. J. Vaquero, E. Merino
Synthesis 2023, DOI: 10.1055/s-0042-1751424
The sulfonyl group is a privileged function in medicinal chemistry and drug discovery, owing to its capacity to efficiently engage in hydrogen-bonding interactions with protein receptors, and effectively assume specific conformations for interacting with pharmacological active sites. Thus, it is not surprising that a large number of drugs – including antivirals, anticancer and CNS therapeutics – incorporate this functionality. Recently, a new strategy for simultaneously incorporating a sulfonyl group and a vicinal chlorine atom – which can subsequently undergo further functionalization – was reported by the group of Professor Estíbaliz Merino from Universidad de Alcalá (Madrid, Spain).
Professor Merino said: “This work describes a one-step regioselective chlorosulfonylation of acrylamides via a photocatalytic redox process. Acyclic α-chloro sulfonyl amides with a quaternary center are obtained via a radical process.”