Domino Synthesis of Tetrasubstituted Thiophenes from 1,3-Enynes with Mercaptoacetaldehyde

Domino Synthesis of Tetrasubstituted Thiophenes from 1,3-Enynes with Mercaptoacetaldehyde

Domino synthesis of tetrasubstituted thiophenes is described from 1,3-enynes and mercaptoacetaldehyde using DABCO at room temperature via a Michael addition, 5-exo-dig carboannulation, and oxidation sequence under air. The broad substrate scope and mild reaction conditions are significant practical...

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Veröffentlicht in:Journal of organic chemistry 2016-03, Vol.81 (6), p.2670-2674
Hauptverfasser: Bharathiraja, Ganesan, Sathishkannan, Gopal, Punniyamurthy, Tharmalingam
Format: Artikel
Sprache:eng
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Zusammenfassung:Domino synthesis of tetrasubstituted thiophenes is described from 1,3-enynes and mercaptoacetaldehyde using DABCO at room temperature via a Michael addition, 5-exo-dig carboannulation, and oxidation sequence under air. The broad substrate scope and mild reaction conditions are significant practical features.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b00231