Copper(I)-catalyzed synthesis of thienopyrazoloquinazolinone derivatives under ligand-free conditions

Copper(I)-catalyzed synthesis of thienopyrazoloquinazolinone derivatives under ligand-free... Keywords CuBr  2-Aminobenzohydrazide  Ullmann reaction Thienopyrazoloquinazolinone Introduction Quinazoline is a fused bicyclic heterocycle containing two nitrogen atoms, and some of its derivatives possess good antitumor activities [1–4]. A well-known example is gefitinib, a poly-substituted quinazoline on the market since 2005 as a good clinical drug to treat lung cancer unsuitable for chemical treatment [5]. It is reported that pyrazoloquinazoline derivatives are also an important class of & Xiang-Shan Wang xswang1974@yahoo.com School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou 221116, Jiangsu, People’s Republic of China 123 6770 W.-T. Zhang et al. potentially active compounds possessing significant pharmacological and biological activities, such as antibacterial [6], antagonistic [7], antifungal [8], antiinflammatory [9], and antiallergic actions [10]. In addition, some of them are used as a wide range of inhibitors, for example, topoisomerase I inhibitor [11], MPS1 inhibitor [12], phosphodiesterase 10A inhibitor [13], PDK1 inhibitor [14], and tyrosine kinase inhibitor [15]. Thieno- quinazoline is a very unusual heterocyclic skeleton, with only two reports regarding its synthesis and applications: as Eph inhibitor [16] and antitumor reagent [17]. Therefore, design of novel methods for synthesis of these bioactive skeletons is of great http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Copper(I)-catalyzed synthesis of thienopyrazoloquinazolinone derivatives under ligand-free conditions

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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/s11164-016-2497-8
Publisher site
See Article on Publisher Site

Abstract

Keywords CuBr  2-Aminobenzohydrazide  Ullmann reaction Thienopyrazoloquinazolinone Introduction Quinazoline is a fused bicyclic heterocycle containing two nitrogen atoms, and some of its derivatives possess good antitumor activities [1–4]. A well-known example is gefitinib, a poly-substituted quinazoline on the market since 2005 as a good clinical drug to treat lung cancer unsuitable for chemical treatment [5]. It is reported that pyrazoloquinazoline derivatives are also an important class of & Xiang-Shan Wang xswang1974@yahoo.com School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou 221116, Jiangsu, People’s Republic of China 123 6770 W.-T. Zhang et al. potentially active compounds possessing significant pharmacological and biological activities, such as antibacterial [6], antagonistic [7], antifungal [8], antiinflammatory [9], and antiallergic actions [10]. In addition, some of them are used as a wide range of inhibitors, for example, topoisomerase I inhibitor [11], MPS1 inhibitor [12], phosphodiesterase 10A inhibitor [13], PDK1 inhibitor [14], and tyrosine kinase inhibitor [15]. Thieno- quinazoline is a very unusual heterocyclic skeleton, with only two reports regarding its synthesis and applications: as Eph inhibitor [16] and antitumor reagent [17]. Therefore, design of novel methods for synthesis of these bioactive skeletons is of great

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Mar 7, 2016

References

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