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Synthesis 2000; 2000(5): 721-725
DOI: 10.1055/s-2000-6396
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A Convergent Route to 5-(Arylsulfanyl)-6-sulfonamido-3-benzofuranones

Joan Bosch* , Tomàs Roca, Juan-Lorenzo Catena, Carles Farrerons, Ignasi Miquel
  • *Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, E-08028-Barcelona, Spain; Fax + 34(93)4 02 18 96; E-mail: jbosch@farmacia.far.ub.es
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Publication Date:
31 December 2000 (online)

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A procedure for the synthesis of 5-(arylsulfanyl)-2,3-dihydro-6-sulfonamido-3-benzofuranones (1) via 5-bromo-3-methoxy-6-nitrobenzofuran (4) as a common advanced synthetic intermediate has been developed. The key step consists of a regioselective nucleophilic aromatic substitution of the bromine atom of 4 by an aryl or heteroarylthiol.

nucleophilic aromatic substitutions - heterocycles - benzofuranones - sulfonamides - drugs