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NH4I-catalyzed chalcogen(S/Se)-functionalization of 5-membered N-heteroaryls under metal-free conditions
Authors:Luana Bettanin  Sumbal Saba  Carlos V Doerner  Marcelo S Franco  Marcelo Godoi  Jamal Rafique  Antonio L Braga
Institution:2. Escola de Química e Alimentos, Universidade Federal do Rio Grande – Campus Santo Antônio da Patrulha, RS, Brazil
Abstract:Herein, we described the NH4I-catalyzed C/>H bond chalcogenation of <em>N</em>-heteroaryls in the presence of a minimum amount of DMSO/H<sub>2</sub>O/acetic acid as additives <strong>(</strong>2.5/2.5/1?M equiv., respectively), under metal-free conditions. Under optimized conditions, a wide variety of sulfenyl/selenyl imidazo1,2-<em>α</em>]pyridines were prepared in very good yields. Moreover, the present approach was also highly efficient for the chalcogenation of different 5-membered <em>N</em>-heteroaryls, e.g., indole, imidazothiazole, indazole and imidazopyrimidine derivatives.</td>
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Keywords:Selenylation  Sulfenylation  Heteroarenes
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