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Domino Synthesis of Thioflavones and Thioflavothiones by Regioselective Ring Opening of Donor-Acceptor Cyclopropane Using In-Situ-Generated Thiolate Anions

Nallappan Sundaravelu, Govindasamy Sekar*

*Department of Chemistry, Indian Institute of Technology Madras, Chennai-600036, Tamil Nadu, India, Email: gsekariitm.ac.in

N. Sundaravelu, G. Sekar, Org. Lett., 2019, 21, 6648-6652.

DOI: 10.1021/acs.orglett.9b02210 (free Supporting Information)


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Abstract

A copper-catalyzed intramolecular ring opening of donor-acceptor cyclopropanes in the presence of xanthate as a sulfur surrogate enables the synthesis of 3-alkyl-carbonated thioflavones and 3-alkyl-carbonated thioflavothiones.

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Key Words

thioflavones, sodium peroxydisulfate


ID: J54-Y2019