Issue 11, 2009

Microwave-assisted synthesis of quinazolinone derivatives by efficient and rapid iron-catalyzed cyclization in water

Abstract

A green, rapid, and efficient method was developed for synthesizing quinazolinone derivatives from substituted 2-halobenzoic acids and amidines via microwave-assisted iron-catalyzed cyclization with or without ligand in water (methods A and B) or DMF (methods C and D). With these methods, moderate to high yields of the desired products can be obtained from even inactive substrates, such as guanidines. To the best of our knowledge, this is the first report on the synthesis of N-heterocyclic compounds by iron-catalyzed C–N coupling in aqueous media.

Graphical abstract: Microwave-assisted synthesis of quinazolinone derivatives by efficient and rapid iron-catalyzed cyclization in water

Supplementary files

Article information

Article type
Paper
Submitted
22 Jun 2009
Accepted
10 Aug 2009
First published
08 Sep 2009

Green Chem., 2009,11, 1881-1888

Microwave-assisted synthesis of quinazolinone derivatives by efficient and rapid iron-catalyzed cyclization in water

X. Zhang, D. Ye, H. Sun, D. Guo, J. Wang, H. Huang, X. Zhang, H. Jiang and H. Liu, Green Chem., 2009, 11, 1881 DOI: 10.1039/B916124B

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