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

Ganesan Bharathiraja, Gopal Sathishkannan and Tharmalingam Punniyamurthy*

*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India, Email: tpunniiitg.ernet.in

G. Bharathiraja, G. Sathishkannan, T. Punniyamurthy, J. Org. Chem., 2016, 81, 2670-2674.

DOI: 10.1021/acs.joc.6b00231 (free Supporting Information)


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Abstract

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

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Key Words

thiophenes, oxygen


ID: J42-Y2016