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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 2
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Original Articles

A Novel One‐Pot Synthesis of 2‐Aryl‐4(3H)‐Quinazolinones Using Room Temperature Ionic Liquid as Reaction Medium as well as Promoter

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Pages 231-241 | Received 01 Nov 2004, Published online: 28 Jul 2007

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Vishnuvardhan Nomula & Sadu Nageswara Rao. (2021) KOtBu-BF3.OEt2 mediated synthesis of quinazolin-4(3H)-ones from 2-substituted amides with nitriles and aldehydes. Synthetic Communications 51:17, pages 2602-2612.
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Navjeet Kaur. (2015) Applications of Microwaves in the Synthesis of Polycyclic Six-Membered N,N-Heterocycles. Synthetic Communications 45:14, pages 1599-1631.
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Chaoli Wang, Xiaoling Hu, Ping Guan, Liwei Qian, Danfeng Wu & Ji Li. (2014) Thymopentin Magnetic Molecularly Imprinted Polymers with Room Temperature Ionic Liquids as a Functional Monomer by Surface-Initiated ATRP. International Journal of Polymer Analysis and Characterization 19:1, pages 70-82.
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Dan Zhan, Tianbin Li, Xiaoping Zhang, Chuan Dai, Haidong Wei, Yuyu Zhang & Qingle Zeng. (2013) Vanadium-Catalyzed Synthesis of 4(3H)-Quinazolinones from Anthranilamides and Aryl Aldehydes. Synthetic Communications 43:18, pages 2493-2500.
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Minglei Tian, Hongyuan Yan & Kyung Ho Row. (2009) Solid-Phase Extraction of Caffeine and Theophylline from Green Tea by a New Ionic Liquid-Modified Functional Polymer Sorbent. Analytical Letters 43:1, pages 110-118.
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Surya Kanta Samanta & Mrinal K. Bera. (2023) An Efficient Route towards Quinazolinone Derivatives via I2/DMSO-Promoted Oxidative Decarboxylation of α-Amino Acids and Subsequent Oxidative Annulation Reaction. Synthesis 55:16, pages 2561-2569.
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Tam Thanh Thi Huynh, The Thai Nguyen & Phuong Hoang Tran. (2022) An efficient and green synthesis of 2‐phenylquinazolin‐4( 3 H )‐ones using Brønsted acidic ionic liquid grafted onto silica . Journal of Chemical Technology & Biotechnology 98:2, pages 555-565.
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Kuppalli R. Kiran, Toreshettahally R. Swaroop, Ramesh Preetham, Paris E. Georghiou, Kanchugarakoppal S. Rangappa & Maralinganadoddi P. Sadashiva. (2023) Acid‐Catalysed Cyclization of o ‐Aminobenzamide with α ‐Oxodithioesters: A Divergent and Regioselective Synthesis of Quinazolinones and 1,3‐Benzothiazinones . ChemistrySelect 8:1.
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Yongke Hu, Shaozhong Li, Huaju Li, Yanxing Li, Jin Li, Chuansong Duanmu & Bindong Li. (2019) Copper-catalyzed tandem oxidative synthesis of quinazolinones from 2-aminobenzonitriles and benzyl alcohols. Organic Chemistry Frontiers 6:15, pages 2744-2748.
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Qing‐Hu Teng, Yu Sun, Yan Yao, Hai‐Tao Tang, Jia‐Rong Li & Ying‐Ming Pan. (2019) Metal‐ and Catalyst‐Free Electrochemical Synthesis of Quinazolinones from Alkenes and 2‐Aminobenzamides. ChemElectroChem 6:12, pages 3120-3124.
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Mohd Abdullaha, Shabber Mohammed, Mehboob Ali, Ajay Kumar, Ram A. Vishwakarma & Sandip B. Bharate. (2019) Discovery of Quinazolin-4(3 H )-ones as NLRP3 Inflammasome Inhibitors: Computational Design, Metal-Free Synthesis, and in Vitro Biological Evaluation . The Journal of Organic Chemistry 84:9, pages 5129-5140.
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Xiaoqiang Yu, Linqi Gao, Linan Jia, Yoshinori Yamamoto & Ming Bao. (2018) Synthesis of Quinazolin-4(3 H )-ones via the Reaction of 2-Halobenzamides with Nitriles . The Journal of Organic Chemistry 83:17, pages 10352-10358.
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Jinwei Sun, Tao Tao, Dan Xu, Hui Cao, Qinggang Kong, Xinyu Wang, Yun Liu, Jianglin Zhao, Yi Wang & Yi Pan. (2018) Metal-free oxidative cyclization of 2-amino-benzamides, 2-aminobenzenesulfonamide or 2-(aminomethyl)anilines with primary alcohols for the synthesis of quinazolinones and their analogues. Tetrahedron Letters 59:21, pages 2099-2102.
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Praveen Kumar Pittala, Rajanarendar Eligeti & Nagi Reddy Modugu. (2017) Ionic Liquid [HMIm]BF 4 Mediated and Promoted Eco-Friendly One-Pot Sequential Synthesis of New Isoxazolyl Quinazolin-4(3 H )-ones . ChemistrySelect 2:9, pages 2651-2654.
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Yongke Hu, Lei Chen & Bindong Li. (2016) Iron nitrate/TEMPO-catalyzed aerobic oxidative synthesis of quinazolinones from alcohols and 2-aminobenzamides with air as the oxidant. RSC Advances 6:69, pages 65196-65204.
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Zhongwen Li, Jianyu Dong, Xiuling Chen, Qiang Li, Yongbo Zhou & Shuang-Feng Yin. (2015) Metal- and Oxidant-Free Synthesis of Quinazolinones from β -Ketoesters with o -Aminobenzamides via Phosphorous Acid-Catalyzed Cyclocondensation and Selective C–C Bond Cleavage . The Journal of Organic Chemistry 80:19, pages 9392-9400.
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Manoranjan Kumar, Richa, Sushila Sharma, Vinod Bhatt & Neeraj Kumar. (2015) Iron(III) Chloride‐Catalyzed Decarboxylative–Deaminative Functionalization of Phenylglycine: A Tandem Synthesis of Quinazolinones and Benzimidazoles. Advanced Synthesis & Catalysis 357:13, pages 2862-2868.
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Shabber Mohammed, Ram A. Vishwakarma & Sandip B. Bharate. (2015) Iodine Catalyzed Oxidative Synthesis of Quinazolin-4(3 H )-ones and Pyrazolo[4,3- d ]pyrimidin-7(6 H )-ones via Amination of sp 3 C–H Bond . The Journal of Organic Chemistry 80:13, pages 6915-6921.
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Samad Khaksar & Milad Gholami. (2013) Pentafluorophenylammonium triflate as a suitable and effective metal-free catalyst for the synthesis of quinazoline derivatives via one-pot multicomponent method. Research on Chemical Intermediates 41:6, pages 3709-3718.
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Ritu Dixit, Hemal Mehta & Bharat Dixit. (2014) Synthesis, characterization and antimicrobial studies of new 2-(2-chloroquinolin-3-yl)-3-(substituted phenyl/pyridinyl)quinazolin-4(3H)-one derivatives using l-proline as a catalyst. Medicinal Chemistry Research 24:2, pages 773-786.
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Li‐Xia Wang, Jun‐Feng Xiang & Ya‐Lin Tang. (2014) Copper‐Catalyzed Domino Reaction Involving C–C Bond Cleavage To Construct 2‐Aryl Quinazolinones. European Journal of Organic Chemistry 2014:13, pages 2682-2685.
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Dan Zhao, Teng Wang & Jian-Xin Li. (2014) Metal-free oxidative synthesis of quinazolinones via dual amination of sp 3 C–H bonds . Chem. Commun. 50:49, pages 6471-6474.
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Muhammad Sharif, Julita Opalach, Peter Langer, Matthias Beller & Xiao-Feng Wu. (2014) Oxidative synthesis of quinazolinones and benzothiadiazine 1,1-dioxides from 2-aminobenzamide and 2-aminobenzenesulfonamide with benzyl alcohols and aldehydes. RSC Adv. 4:1, pages 8-17.
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Mahmood Tajbakhsh, Rahman Hosseinzadeh, Parizad Rezaee & Mahgol Tajbakhsh. (2014) H3PW12O40 catalyzed synthesis of benzoxazine and quinazoline in aqueous media. Chinese Journal of Catalysis 35:1, pages 58-65.
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Dan Zhan, Tianbin Li, Haidong Wei, Wen Weng, Khashayar Ghandi & Qingle Zeng. (2013) A recyclable CuO-catalyzed synthesis of 4(3H)-quinazolinones. RSC Advances 3:24, pages 9325.
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Wing-Leung WongKwok-Yin Wong. (2012) Recent development in functionalized ionic liquids as reaction media and promoters. Canadian Journal of Chemistry 90:1, pages 1-16.
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Iraj Mohammadpoor-Baltork, Ahmad R. Khosropour, Majid Moghadam, Shahram Tangestaninejad, Valiollah Mirkhani, Saeid Baghersad & Arsalan Mirjafari. (2011) Efficient one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones from aromatic aldehydes and their one-pot oxidation to quinazolin-4(3H)-ones catalyzed by Bi(NO3)3·5H2O: Investigating the role of the catalyst. Comptes Rendus Chimie 14:10, pages 944-952.
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Bin Ma, Yong Wang, Jiangling Peng & Qiang Zhu. (2011) Synthesis of Quinazolin-4(3 H )-ones via Pd(II)-Catalyzed Intramolecular C(sp 2 )–H Carboxamidation of N -arylamidines . The Journal of Organic Chemistry 76:15, pages 6362-6366.
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Minglei Tian, Wentao Bi & Kyung Ho Row. (2011) Molecular imprinting in ionic liquid-modified porous polymer for recognitive separation of three tanshinones from Salvia miltiorrhiza Bunge. Analytical and Bioanalytical Chemistry 399:7, pages 2495-2502.
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Fei Yang, Rui Shen, Yiming Long, Xiangyu Sun, Fei Tang, Qingyun Cai & Shouzhuo Yao. (2011) Magnetic microsphere confined ionic liquid as a novel sorbent for the determination of chlorophenols in environmental water samples by liquid chromatography. J. Environ. Monit. 13:2, pages 440-445.
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Minglei Tian & Kyung Ho Row. (2011) SPE of Tanshinones from Salvia miltiorrhiza Bunge by using Imprinted Functionalized Ionic Liquid-Modified Silica. Chromatographia 73:1-2, pages 25-31.
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Li-Yan Zeng & Chun Cai. (2010) Iodine: Selectively promote the synthesis of mono substituted quinazolin-4(3H)-ones and 2,3-dihydroquinazolin-4(1H)-ones in one-pot. Journal of Heterocyclic Chemistry 47:5, pages 1035-1039.
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X. Wan, M. Tian & K. H. Row. (2010) Ionic liquid-modified silica as a new stationary phase for chromatographic separation. Journal of Analytical Chemistry 65:8, pages 798-802.
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A. Davoodnia, S. Allameh, A.R. Fakhari & N. Tavakoli-Hoseini. (2010) Highly efficient solvent-free synthesis of quinazolin-4(3H)-ones and 2,3-dihydroquinazolin-4(1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst. Chinese Chemical Letters 21:5, pages 550-553.
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Julien Debray, Jean-Marc Lévêque, Christian Philouze, Micheline Draye & Martine Demeunynck. (2010) Swift and Efficient Synthesis of 4-Phenylquinazolines: Involvement of N -Heterocyclic Carbene in the Key Cyclization Step . The Journal of Organic Chemistry 75:6, pages 2092-2095.
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T G DeligeorgievSt KaloyanovaA VasilevJ‐J Vaquero, J Alvarez‐Builla & Ana M Cuadro. (2010) Novel environmentally benign procedure for the synthesis of 2‐aryl‐ and 2‐hetaryl‐4(3 H )‐quinazolinones . Coloration Technology 126:1, pages 24-30.
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Minglei Tian, Wentao Bi & Kyung Ho Row. (2009) Solid-phase extraction of liquiritin and glycyrrhizic acid from licorice using ionic liquid-based silica sorbent. Journal of Separation Science 32:23â24, pages 4033-4039.
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Daoshan Yang, Hua Fu, Liming Hu, Yuyang Jiang & Yufen Zhao. (2009) Environmentally Friendly Iron-Catalyzed Cascade Synthesis of 1,2,4-Benzothiadiazine 1,1-Dioxide and Quinazolinone Derivatives. Journal of Combinatorial Chemistry 11:4, pages 653-657.
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Minglei Tian, Hongyuan Yan & Kyung Ho Row. (2009) Solid-phase extraction of tanshinones from Salvia Miltiorrhiza Bunge using ionic liquid-modified silica sorbents. Journal of Chromatography B 877:8-9, pages 738-742.
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