The photoredox-catalyzed hydrosulfamoylation of styrenes and its application in the novel synthesis of naratriptan
Mingjun Zhang, Miaomiao Chen, Xin Ding, Kang Jin, Yongyue Gao, Xingxing He, Ziwen Wang, Aidang Lu, Qingmin Wang
Abstract
The hydrosulfamoylation of diverse aryl olefins provides facile access to alkylsulfonamides. Here we report a novel protocol utilizing radical-mediated addition and a thiol-assisted strategy to achieve the hydrosulfamoylation of diverse styrenes in modest to excellent yields under mild and economic reaction conditions. The methodology was found to provide an efficient and convenient approach for the synthesis of the anti-migraine drug naratriptan and it also can be used for the late-stage functionalization of natural products or medicines.
Topics & Concepts
CatalysisSurface modificationPhotoredox catalysisCombinatorial chemistryChemistryArylReaction conditionsOrganic chemistryPhotocatalysisAlkylPhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods