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Updated: Jun 4, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
TEMPO-Mediated Direct C(sp2)-H Alkoxylation/Aryloxylation of 1,4-Quinones
Amol B Gadekar1, Dhananjay S Nipate1, Krishnan Rangan2
1Department of Chemistry, Birla Institute of Technology and Science Pilani, Pilani Campus, Rajasthan 333031, India.
Abstract:
A convenient and efficient transition-metal-free method has been developed for the C(sp2)-H alkoxylation/aryloxylation of 1,4-quinones by direct cross-dehydrogenative coupling with readily available alcohols and phenols in the presence of TEMPO under simple and mild conditions. The method allowed the installation of a wide range of alkoxy/aryloxy groups, exhibited high functional group tolerance, showed a broad substrate scope, afforded good to excellent yields of products in a simple one-pot operation, and could be performed on a gram scale. Mechanistic investigation indicated the involvement of the radical pathway.
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