Journal
TETRAHEDRON LETTERS
Volume 59, Issue 33, Pages 3198-3201Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.07.024
Keywords
Cyclization; Isonitriles; Phenanthridines; Radical reaction; Sodium sulfinates; Sulfonylation
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Funding
- UGC, New Delhi
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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. (C) 2018 Elsevier Ltd. All rights reserved.
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