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

(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, Accepted: 13 Oct 2011, Published: 30 Jun 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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Citations

[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

[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
DOI: 10.1002/jhet.2513

[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

[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

[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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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. 22 Sep. 2019

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)

DOI Link: https://doi.org/10.5155/eurjchem.3.2.252-257.527

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