Direct synthesis of 6-sulfonylated phenanthridines via silver-catalyzed radical sulfonylation-cyclization of 2-isocyanobiphenyls |
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| Authors: | Manjula Singh Arvind K Yadav Lal Dhar S Yadav Rana Krishna Pal Singh |
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| Institution: | 1. Electrochemical Laboratory, Department of Chemistry, University of Allahabad, Allahabad 211002, India;2. Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211002, India |
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| Abstract: | A convenient and straightforward synthesis of 6-sulfonylated phenanthridines via silver-catalyzed sequential radical insertion, cyclization and aromatization of 2-isocyanobiphenyls is reported. The protocol does not require a phenanthridine scaffold as a substrate and presents a highly regioselective synthesis of 6-alkyl/arylsulfonyl phenanthridines. The protocol utilizes readily available and easy to handle sodium sulfinates as sulfonating agents and potassium persulfate as an oxidant to afford good to excellent yields of the desired products in a one-pot operation at room temperature. |
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| Keywords: | Cyclization Isonitriles Phenanthridines Radical reaction Sodium sulfinates Sulfonylation |
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