Literature DB >> 33585397

Chemical Insights Into the Synthetic Chemistry of Quinazolines: Recent Advances.

Muhammad Faisal1, Aamer Saeed1.   

Abstract

In medicinal chemistry, <span class="Chemical">one of the most significant heterocyclic compounds are <class="Chemical">span class="Chemical">quinazolines, possessing broad range of biological properties such as anti-bacterial, anti-fungal, anti-HIV, anti-cancer, anti-inflammatory, and analgesic potencies. Owing to its numerous potential applications, in the past two decades, there is an increase in the importance of designing novel quinazolines, exploring promising routes to synthesize quinazolines, investigating different properties of quinazolines, and seeking for potential applications of quinazolines. The present review article describes synthesis of quinazolines via eco-friendly, mild, atom-efficient, multi-component synthetic strategies reported in the literature. The discussion is divided into different parts as per the key methods involved in the formation of quinazoline skeletons, aiming to provide readers an effective methodology to a better understanding. Consideration has been taken to cover the most recent references. Expectedly, the review will be advantageous in future research for synthesizing quinazolines and developing more promising synthetic approaches.
Copyright © 2021 Faisal and Saeed.

Entities:  

Keywords:  bicyclic compounds; green chemistry; pyrimidine; quinazolines; quinazolinones; synthesis

Year:  2021        PMID: 33585397      PMCID: PMC7873916          DOI: 10.3389/fchem.2020.594717

Source DB:  PubMed          Journal:  Front Chem        ISSN: 2296-2646            Impact factor:   5.221


  61 in total

Review 1.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

2.  Structure-activity relationships of novel 2-substituted quinazoline antibacterial agents.

Authors:  P P Kung; M D Casper; K L Cook; L Wilson-Lingardo; L M Risen; T A Vickers; R Ranken; L B Blyn; J R Wyatt; P D Cook; D J Ecker
Journal:  J Med Chem       Date:  1999-11-04       Impact factor: 7.446

3.  Rh(III)- and Zn(II)-Catalyzed Synthesis of Quinazoline N-Oxides via C-H Amidation-Cyclization of Oximes.

Authors:  Qiang Wang; Fen Wang; Xifa Yang; Xukai Zhou; Xingwei Li
Journal:  Org Lett       Date:  2016-11-14       Impact factor: 6.005

4.  Novel 2,3-disubstituted quinazoline-4(3H)-one molecules derived from amino acid linked sulphonamide as a potent malarial antifolates for DHFR inhibition.

Authors:  Tarosh S Patel; Satish F Vanparia; Urmila H Patel; Ritu B Dixit; Chaitanya J Chudasama; Bhavesh D Patel; Bharat C Dixit
Journal:  Eur J Med Chem       Date:  2017-02-13       Impact factor: 6.514

5.  Co(III)-Catalyzed Synthesis of Quinazolines via C-H Activation of N-Sulfinylimines and Benzimidates.

Authors:  Fen Wang; He Wang; Qiang Wang; Songjie Yu; Xingwei Li
Journal:  Org Lett       Date:  2016-03-08       Impact factor: 6.005

6.  Au(I)/Ag(I)-catalyzed cascade approach for the synthesis of benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinones.

Authors:  Xun Ji; Yu Zhou; Jinfang Wang; Linxiang Zhao; Hualiang Jiang; Hong Liu
Journal:  J Org Chem       Date:  2013-04-19       Impact factor: 4.354

7.  Base-Promoted Synthesis of 2-Aryl Quinazolines from 2-Aminobenzylamines in Water.

Authors:  Tanmay Chatterjee; Dong In Kim; Eun Jin Cho
Journal:  J Org Chem       Date:  2018-04-19       Impact factor: 4.354

8.  Unexpected copper-catalyzed cascade synthesis of quinazoline derivatives.

Authors:  Zhongyan Chen; Jiuxi Chen; Miaochang Liu; Jinchang Ding; Wenxia Gao; Xiaobo Huang; Huayue Wu
Journal:  J Org Chem       Date:  2013-10-30       Impact factor: 4.354

9.  CuI-catalyzed coupling of gem-dibromovinylanilides and sulfonamides: an efficient method for the synthesis of 2-amidoindoles and indolo[1,2-a]quinazolines.

Authors:  Selvarangam E Kiruthika; Paramasivan Thirumalai Perumal
Journal:  Org Lett       Date:  2013-12-30       Impact factor: 6.005

10.  Structure-activity relationship study of antimalarial indolo [2,1-b]quinazoline-6,12-diones (tryptanthrins). Three dimensional pharmacophore modeling and identification of new antimalarial candidates.

Authors:  Apurba K Bhattacharjee; Mark G Hartell; Daniel A Nichols; Rickey P Hicks; Benjamin Stanton; John E van Hamont; Wilbur K Milhous
Journal:  Eur J Med Chem       Date:  2004-01       Impact factor: 6.514

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  4 in total

1.  Synthesis, X-ray Structure, Hirshfeld, DFT and Biological Studies on a Quinazolinone-Nitrate Complex.

Authors:  Eman M Fathalla; Mezna Saleh Altowyan; Jörg H Albering; Assem Barakat; Morsy A M Abu-Youssef; Saied M Soliman; Ahmed M A Badr
Journal:  Molecules       Date:  2022-02-06       Impact factor: 4.411

2.  Metal-Free Synthesis of 2-Substituted Quinazolines via Green Oxidation of o-Aminobenzylamines: Practical Construction of N-Containing Heterocycles Based on a Salicylic Acid-Catalyzed Oxidation System.

Authors:  Yuki Yamamoto; Chihiro Yamakawa; Riku Nishimura; Chun-Ping Dong; Shintaro Kodama; Akihiro Nomoto; Michio Ueshima; Akiya Ogawa
Journal:  Front Chem       Date:  2022-02-23       Impact factor: 5.221

Review 3.  Quinazoline Based HDAC Dual Inhibitors as Potential Anti-Cancer Agents.

Authors:  Jyothi Dhuguru; Ola A Ghoneim
Journal:  Molecules       Date:  2022-03-31       Impact factor: 4.411

Review 4.  Recent advances and prospects in the organocatalytic synthesis of quinazolinones.

Authors:  Biplob Borah; Sidhartha Swain; Mihir Patat; L Raju Chowhan
Journal:  Front Chem       Date:  2022-09-14       Impact factor: 5.545

  4 in total

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