Structurally diversified synthesis of 2,3-dihydroquinazolin-4-(1H)-ones from 2-aminobenzamides and 1,2-dicarbonyl compounds in ionic liquids catalyzed by iodine

Structurally diversified synthesis of 2,3-dihydroquinazolin-4-(1H)-ones from 2-aminobenzamides... Res Chem Intermed (2017) 43:2985–3005 DOI 10.1007/s11164-016-2807-1 Structurally diversified synthesis of 2,3-dihydroquinazolin-4-(1H)-ones from 2-aminobenzamides and 1,2-dicarbonyl compounds in ionic liquids catalyzed by iodine 1 1 1 • • Jie Wang Mei-Mei Zhang Xiang-Shan Wang Received: 10 July 2016 / Accepted: 8 November 2016 / Published online: 24 November 2016 Springer Science+Business Media Dordrecht 2016 Abstract A green procedure for the rapid diversification of quinazolin-4-(1H)-one scaffolds is described in this paper. Various types of 1,2-dicarbonyl compounds are treated with 2-aminobenzamides in ionic liquids catalyzed by iodine and unexpectedly afford structurally diversified single-quinazoline derivatives. The recyclability of the ionic liquids makes this protocol to be an environmentally benign procedure. Graphical Abstract A total of 39 quinazolin-4-(1H)-one scaffolds were synthesized via a green procedure of 1,2-dicarbonyl compounds and 2-aminobenzamides in ionic liquids catalyzed by iodine. O O O R R R N N N R' R' R' H H H NH NH NH 2 2 2 O O O O O O O O R = 2 H R = 4-MeOC H = R = H -BrC 6 4 R 4-FC H CH 4-MeC R = 4-MeC H CH 6 4 6 4 2 6 4 6 4 2 R' 5-Br R' http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Structurally diversified synthesis of 2,3-dihydroquinazolin-4-(1H)-ones from 2-aminobenzamides and 1,2-dicarbonyl compounds in ionic liquids catalyzed by iodine

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Publisher
Springer Netherlands
Copyright
Copyright © 2016 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-016-2807-1
Publisher site
See Article on Publisher Site

Abstract

Res Chem Intermed (2017) 43:2985–3005 DOI 10.1007/s11164-016-2807-1 Structurally diversified synthesis of 2,3-dihydroquinazolin-4-(1H)-ones from 2-aminobenzamides and 1,2-dicarbonyl compounds in ionic liquids catalyzed by iodine 1 1 1 • • Jie Wang Mei-Mei Zhang Xiang-Shan Wang Received: 10 July 2016 / Accepted: 8 November 2016 / Published online: 24 November 2016 Springer Science+Business Media Dordrecht 2016 Abstract A green procedure for the rapid diversification of quinazolin-4-(1H)-one scaffolds is described in this paper. Various types of 1,2-dicarbonyl compounds are treated with 2-aminobenzamides in ionic liquids catalyzed by iodine and unexpectedly afford structurally diversified single-quinazoline derivatives. The recyclability of the ionic liquids makes this protocol to be an environmentally benign procedure. Graphical Abstract A total of 39 quinazolin-4-(1H)-one scaffolds were synthesized via a green procedure of 1,2-dicarbonyl compounds and 2-aminobenzamides in ionic liquids catalyzed by iodine. O O O R R R N N N R' R' R' H H H NH NH NH 2 2 2 O O O O O O O O R = 2 H R = 4-MeOC H = R = H -BrC 6 4 R 4-FC H CH 4-MeC R = 4-MeC H CH 6 4 6 4 2 6 4 6 4 2 R' 5-Br R'

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Nov 24, 2016

References

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