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Direct, Metal‐free C(sp 2 )−H Chalcogenation of Indoles and Imidazopyridines with Dichalcogenides Catalysed by KIO 3
Author(s) -
Rafique Jamal,
Saba Sumbal,
Franco Marcelo S.,
Bettanin Luana,
Schneider Alex R.,
Silva Lais T.,
Braga Antonio L.
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201705404
Subject(s) - catalysis , stoichiometry , atom economy , chemistry , solvent , metal , combinatorial chemistry , organic chemistry
Herein, we report a greener protocol for the synthesis of 3‐Se/S‐indoles and imidazo[1,2‐ a ]pyridines through direct C(sp 2 )−H bond chalcogenation of heteroarenes with half molar equivalents of different dichalcogenides, using KIO 3 as a non‐toxic, easy‐to‐handle catalyst and a stoichiometric amount of glycerol. The reaction features are high yields, based on atom economy, easy performance on gram‐scale, metal‐ and solvent‐free conditions as well as applicability to different types of N‐heteroarenes.