The photoredox-catalyzed hydrosulfamoylation of styrenes and its application in the novel synthesis of naratriptan.

Mingjun Zhang, Miaomiao Chen, Xin Ding, Jin Kang, Yongyue Gao, Xingxing He, Ziwen Wang, Aidang Lu, Qingmin Wang

Chemical communications (Cambridge, England) 2021 Sep 09

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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.

Citation

Mingjun Zhang, Miaomiao Chen, Xin Ding, Jin Kang, Yongyue Gao, Xingxing He, Ziwen Wang, Aidang Lu, Qingmin Wang. The photoredox-catalyzed hydrosulfamoylation of styrenes and its application in the novel synthesis of naratriptan. Chemical communications (Cambridge, England). 2021 Sep 09;57(72):9140-9143