A new procedure for the sulfenylation of indoles and pyrroles based on an aromatic substitution with α-acylthiones used as electrophiles is described. The sulfenylating species were obtained, under very mild reaction conditions, from N-thiophthalimides, using a weak base (pyridine or triethylamine) as promoter. The overall yields obtained are comparable with those obtained by other known sulfenylation protocols, which typically require harsher reaction conditions and/or metal-containing Lewis acids as promoters..
A Base-Mediated Mild Sulfenylation of Indoles and Pyrrole with α-Acylthiones
MARCANTONI, Enrico;
2014-01-01
Abstract
A new procedure for the sulfenylation of indoles and pyrroles based on an aromatic substitution with α-acylthiones used as electrophiles is described. The sulfenylating species were obtained, under very mild reaction conditions, from N-thiophthalimides, using a weak base (pyridine or triethylamine) as promoter. The overall yields obtained are comparable with those obtained by other known sulfenylation protocols, which typically require harsher reaction conditions and/or metal-containing Lewis acids as promoters..File in questo prodotto:
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