Metal-Free Oxidative C(sp³)-N Coupling by HBr and DMSO: A Novel Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones

Narjes Rezaei, Ehsan Sheikhi, Parviz Rashidi Ranjbar*

*School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran, Email: parvizrashidi2ut.ac.ir

N. R. E. Sheikhi, P. R. Ranjbar, Synlett, 2018, 29, 912-917.

DOI: 10.1055/s-0036-1591544

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Abstract

The reaction between isatoic anhydride, primary amines, and benzylic alcohols in the presence of HBr in DMSO at 80°C affords 2,3-dihydroquinazolin-4(1H)-ones in excellent yields via a metal-free oxidative C(sp³)-N coupling process.

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Key Words

2,3-dihydroquinazolinones, C-N bond formation, metal-free reactions, oxidative coupling, HBr, DMSO

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ID: J60-Y2018