Selectfluor-Mediated Regioselective C-3 Alkoxylation, Amination, Sulfenylation, and Selenylation of Quinoxalin-2(1H)-ones

Sonam, Vikki N. Shinde, Krishnan Rangan and Anil Kumar*

*Department of Chemistry, Birla Institute of Technology and Science, Pilani, Pilani Campus, Rajasthan 333031, India, Email: anilkumarpilani.bits-pilani.ac.in

Sonam, V. N. Shinde, K. Rangan, A. Kumar, J. Org. Chem., 2023, 88, 2344-2357.

DOI: 10.1021/acs.joc.2c02756

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Abstract

Selectfluor promotes an oxidative coupling of quinoxalin-2(1H)-ones with alcohols, amines, thiols at the C3-position under metal- and photocatalyst-free conditions. The method offers a broad substrate scope including bioactive molecules, mild reaction conditions, readily available coupling partners, high yields, scalability and step-economy.

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proposed mechanism

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Key Words

quinoxalinones, Selectfluor

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ID: J42-Y2023