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Convenient Synthetic Approach to 2,4-Disubstituted Quinazolines

Serena Ferrini, Fabio Ponticelli and Maurizio Taddei*

*Dipartimento di Chimica and Dipartimento Farmaco Chimico Tecnologico, UniversitÓ degli Studi di Siena, Via A. Moro, 53100 Siena, Italy, Email:

S. Ferrini, F. Ponticelli, M. Taddei, Org. Lett., 2007, 9, 69-72.

DOI: 10.1021/ol062540s (free Supporting Information)


A photochemically induced Fries rearrangement of anilides gave several ortho-aminoacylbenzene derivatives that were acylated. These acylamides underwent rapid microwave-assited cyclization to 2,4-disubstituted quinazolines (and benzoquinazolines) in the presence of ammonium formate.

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proposed mechanism

Key Words

Quinozalines, Fries Rearrangement, Microwave Synthesis

ID: J54-Y2007-0090