Catalytic Chalcogenylation under Greener Conditions: A Solvent-Free Sulfur- and Seleno-functionalization of Olefins via I2/DMSO Oxidant System
journal contributionposted on 20.02.2015, 00:00 by André A. Vieira, Juliano B. Azeredo, Marcelo Godoi, Claudio Santi, Eufrânio N. da Silva Júnior, Antonio L. Braga
Herein, we report a solvent- and metal-free methodology for the alkoxy-chalcogenylation of styrenes, using molecular iodine as a catalyst, DMSO as a stoichiometric oxidant, and different nucleophiles under microwave irradiation. This eco-friendly approach afforded the desired products in good to excellent yields in only 10 min. In addition, using the same protocol, we carried out the cyclization reaction of relevant molecules, such as lapachol derivatives.