European Journal of Chemistry 2012, 3(2), 252-257 | doi: https://doi.org/10.5155/eurjchem.3.2.252-257.527 | Get rights and content

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Simple and straight forward synthesis of 2,4-disubstituted quinazolines in aqueous medium


Madhav Bandaru (1) , Narayana Murthy Sabbavarapu (2) , Anil Kumar Bandam Santosh Pavan (3) , Ashwan Kumar Akula (4) , Nageswar Yadavalli Venkata Durga (5,*)

(1) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(2) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(3) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(4) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(5) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(*) Corresponding Author

Received: 12 Sep 2011 | Revised: 12 Oct 2011 | Accepted: 13 Oct 2011 | Published: 30 Jun 2012 | Issue Date: June 2012

Abstract


Efficient synthesis of diverse quinazolines from readily available starting materials was achieved in aqueous medium via one-pot protocol. A number of 2,4-disubstituted quinazolines were prepared in moderate to good yields under mild and catalyst-free conditions. Neutral reaction conditions, easy work-up procedures with wide substrate scope and atom economy are the remarkable features of this method.

3_2_252_257_800


Keywords


Catalyst free; Aqueous medium; One-pot synthesis; Ammonium acetate; 2-Amino carbonyl compounds; 2,4-Disubstituted quinazolines

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DOI: 10.5155/eurjchem.3.2.252-257.527

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Funding information


Council of Scientific and Industrial Research (CSIR), New Delhi, India

Citations

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[1]. Subrahmanya Ishwar Bhat, U. K. Das, Darshak R. Trivedi
An Efficient Three-component, One-pot Synthesis of Quinazolines under Solvent-free and Catalyst-free Condition
Journal of Heterocyclic Chemistry  52(4), 1253, 2015
DOI: 10.1002/jhet.2220
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[2]. Xinglin Ye, Zhihan Yuan, Yirong Zhou, Qin Yang, Yepeng Xie, Zhihong Deng, Yiyuan Peng
Nickel-catalyzed Kumada Cross-coupling Reaction for the Synthesis of 2,4-Diarylquinazolines
Journal of Heterocyclic Chemistry  53(6), 1956, 2016
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[3]. Wing Cheung, Raymond J. Patch, Mark R. Player
Silver(II) oxide-mediated synthesis of 2,4-diarylquinazolines
Tetrahedron Letters  59(24), 2368, 2018
DOI: 10.1016/j.tetlet.2018.05.019
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[4]. Wei Gao, Chun Gong, Qin Yang, Jianjun Yuan, Linchu Xu, Yiyuan Peng
Rh(III)-catalyzed oxidative ortho-C–H alkylation of 2,4-diarylquinazoline with potassium alkyltrifluoroborates
Canadian Journal of Chemistry  95(10), 1052, 2017
DOI: 10.1139/cjc-2017-0258
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[5]. Tanya Gupta, Ankit Rohilla, Ankita Pathak, Md Jawaid Akhtar, Md Rafi Haider, M. Shahar Yar
Current perspectives on quinazolines with potent biological activities: A review
Synthetic Communications  48(10), 1099, 2018
DOI: 10.1080/00397911.2018.1431282
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Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Bandaru, M.; Sabbavarapu, N.; Pavan, A.; Akula, A.; Durga, N. Eur. J. Chem. 2012, 3(2), 252-257. doi:10.5155/eurjchem.3.2.252-257.527
Bandaru, M.; Sabbavarapu, N.; Pavan, A.; Akula, A.; Durga, N. Simple and straight forward synthesis of 2,4-disubstituted quinazolines in aqueous medium. Eur. J. Chem. 2012, 3(2), 252-257. doi:10.5155/eurjchem.3.2.252-257.527
Bandaru, M., Sabbavarapu, N., Pavan, A., Akula, A., & Durga, N. (2012). Simple and straight forward synthesis of 2,4-disubstituted quinazolines in aqueous medium. European Journal of Chemistry, 3(2), 252-257. doi:10.5155/eurjchem.3.2.252-257.527
Bandaru, Madhav, Narayana Murthy Sabbavarapu, Anil Kumar Bandam Santosh Pavan, Ashwan Kumar Akula, & Nageswar Yadavalli Venkata Durga. "Simple and straight forward synthesis of 2,4-disubstituted quinazolines in aqueous medium." European Journal of Chemistry [Online], 3.2 (2012): 252-257. Web. 16 Jan. 2021
Bandaru, Madhav, Sabbavarapu, Narayana, Pavan, Anil, Akula, Ashwan, AND Durga, Nageswar. "Simple and straight forward synthesis of 2,4-disubstituted quinazolines in aqueous medium" European Journal of Chemistry [Online], Volume 3 Number 2 (30 June 2012)

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