Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2018, Issue 18, Pages 2117-2121Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201800287
Keywords
Photoredox catalysis; Organic dyes; 3-Sulfenylinodles; Visible light; Cascade reactions
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Funding
- SERB, New Delhi
- Department of Science and Technology (DST)-INDIA, New Delhi
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An organic dye photoredox-catalyzed regiospecific radical cascade annulation strategy of 2-alkynyl-azidoarenes to generate 3-sulfenylindoles via vicinal thioamination of alkynes at room temperature, mediated by visible light, was developed. The method requires mild conditions, including visible light as a traceless green energy source, room temperature, eosin Y organic dye as a photoredox catalyst, ambient air as oxidant, and easily available starting materials to provide a green, efficient, metal- and strong-oxidant-free synthesis of 3-sulfenylindoles with broad substrate scope through vicinal thioamination of alkynes.
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