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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 19
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Original Articles

Efficient and Green Method for the Synthesis of 1,5‐Benzodiazepine and Quinoxaline Derivatives in Water

Parasa Hazarika Synthetic Organic Chemistry Division, Regional Research Laboratory, Jorhat, Assam, India
,
Pranjal Gogoi Synthetic Organic Chemistry Division, Regional Research Laboratory, Jorhat, Assam, IndiaCorrespondence[email protected]
&
Dilip Konwar Synthetic Organic Chemistry Division, Regional Research Laboratory, Jorhat, Assam, India
Pages 3447-3454 | Received 02 Feb 2007, Published online: 05 Oct 2007

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Ganesh Chandra Nandi, Subhasis Samai, Ram Kumar & M.S. Singh. (2011) Silica-Gel–Catalyzed Efficient Synthesis of Quinoxaline Derivatives Under Solvent-Free Conditions. Synthetic Communications 41:3, pages 417-425.
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Ju-Yan Liu, Jing Liu, Jia-Di Wang, De-Quan Jiao & Hai-Wang Liu. (2010) Efficient, Ecofriendly, and Practical Process for the Synthesis of Quinoxalines Catalyzed by Amberlyst-15 in Aqueous Media. Synthetic Communications 40:14, pages 2047-2056.
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G K Surya Prakash, Habiba Vaghoo, Arthi Venkat, Chiradeep Panja, Sujith Chacko, Thomas Mathew & George A Olah. (2009) Gallium (III) Triflate-Catalyzed Synthesis of Heterocycles: Quinoxalines, 1,5-Benzodiazepines and Their Fluorinated Derivatives. Future Medicinal Chemistry 1:5, pages 909-920.
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Articles from other publishers (42)

Irfan Ali & Rohit Bhatia. (2024) Green and Eco-friendly Synthetic Strategies for Quinoxaline Derivatives. Current Green Chemistry 11:1, pages 37-49.
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Sonali A. Dhabale, Sumit Kumar, Neeru Bhanwala & Gopal L. Khatik. (2023) Advancements in Synthesis and Application of 1,5-benzodiazepines a Privileged Scaffold with a Wide Scope of Bioactivities. Current Organic Chemistry 27:17, pages 1471-1483.
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Rangappa S. Keri, Dinesh Reddy, Srinivasa Budagumpi & Vinayak Adimule. (2023) Reusable nano-catalyzed green protocols for the synthesis of quinoxalines: an overview. RSC Advances 13:29, pages 20373-20406.
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Tasneem Mohammed, Aayesha Nasreen, Yahya S. Alqahtani, Ibrahim Ahmed Shaikh, Shakeel Iqubal, Shaik Honey Fathima & Aejaz A. Khan. (2023) Green Synthesis of Therapeutically Active Heterocyclic Scaffolds: A Review. Science of Advanced Materials 15:6, pages 725-747.
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Poonam Rani, Meher Prakash & Sampak Samanta. (2023) Organobase-catalyzed Mannich reaction of cyclic N-sulfonyl imines and 1,2-diketones: A sustainable approach to 4-(3-arylquinoxalin-2-ylmethyl)sufamidates. Tetrahedron Letters 122, pages 154490.
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Fabián Amaya-García & Miriam M. Unterlass. (2022) Synthesis of 2,3-Diarylquinoxaline Carboxylic Acids in High-Temperature Water. Synthesis 54:15, pages 3367-3382.
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Gamal A. El-Hiti, Bakr F. Abdel-Wahab, Hanan A. Mohamed, Abdelbasset A. Farahat & Benson M. Kariuki. (2022) Reactivity of 4-Bromoacetyl-1,2,3-triazoles towards Amines and Phenols: Synthesis and Antimicrobial Activity of Novel Heterocycles. HETEROCYCLES 104:9, pages 1601.
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Robert W. HuigensIIIIII, Srinivasarao Tenneti, Tao Xiao & Aaron T. Garrison. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 229 282 .
Kashyap J. Tamuli, Shyamalendu Nath & Manobjyoti Bordoloi. (2021) In water organic synthesis: Introducing itaconic acid as a recyclable acidic promoter for efficient and scalable synthesis of quinoxaline derivatives at room temperature. Journal of Heterocyclic Chemistry 58:4, pages 983-1002.
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Karim Dânoun, Younes Essamlali, Othmane Amadine, Hassan Mahi & Mohamed Zahouily. (2020) Eco-friendly approach to access of quinoxaline derivatives using nanostructured pyrophosphate Na2PdP2O7 as a new, efficient and reusable heterogeneous catalyst. BMC Chemistry 14:1.
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Pranav S. Chandrachood, Amol R. Jadhav, Dinesh R. Garud, Nirmala R. Deshpande, Vedavati G. Puranik & Rajashree V. Kashalkar. (2020) An efficient method for the synthesis of quinoxaline derivatives catalyzed by titanium silicate-1. Research on Chemical Intermediates 46:12, pages 5219-5230.
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Sanjit K. Mahato, Chiranjit Acharya, Kevin W. Wellington, Pinaki Bhattacharjee & Parasuraman Jaisankar. (2020) InCl 3 : A Versatile Catalyst for Synthesizing a Broad Spectrum of Heterocycles . ACS Omega 5:6, pages 2503-2519.
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Bubun Banerjee. 2020. Green Sustainable Process for Chemical and Environmental Engineering and Science. Green Sustainable Process for Chemical and Environmental Engineering and Science 153 190 .
Wei Jiang, Wei Sun, Yuemin Zhou & Yiqun Li. (2019) Integration of Pd and Cu on polymer: a powerful bimetallic heterogeneous catalyst for sequential synthesis of quinoxalines. Research on Chemical Intermediates 45:11, pages 5535-5547.
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Larry Yet. 2018. Privileged Structures in Drug Discovery. Privileged Structures in Drug Discovery 15 58 .
KOK TONG ONG, ZHI-QIANG LIU & MENG GUAN TAY. (2017) Review on the Synthesis of Pyrazine and Its Derivatives. Borneo Journal of Resource Science and Technology 7:2, pages 60-75.
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Prasad Ganji & Piet W. N. M. van Leeuwen. (2017) Phosphine Supported Ruthenium Nanoparticle Catalyzed Synthesis of Substituted Pyrazines and Imidazoles from α-Diketones. The Journal of Organic Chemistry 82:3, pages 1768-1774.
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Zigmee T. Bhutia, Geethika Prasannakumar, Avijit Das, Malabika Biswas, Amrita Chatterjee & Mainak Banerjee. (2017) A Facile, Catalyst‐Free Mechano‐Synthesis of Quinoxalines and their In‐Vitro Antibacterial Activity Study. ChemistrySelect 2:3, pages 1183-1187.
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Frederic Ballaschk, Hellmuth Erhardt & Stefan F. Kirsch. (2017) Synthesis of substituted pyrazines from N -allyl malonamides . RSC Advances 7:88, pages 55594-55597.
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Nataliya M. Belomoina, Еlena G. Bulycheva, Lev N. Nikitin, Viktor G. Vasil’ev, Igor V. Elmanovich & Maria Bruma. (2016) Study of the process of poly(phenylquinoxaline)s formation in supercritical carbon dioxide. The Journal of Supercritical Fluids 113, pages 66-71.
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Marcos A. P. Martins, Clarissa P. Frizzo, Aniele Z. Tier, Dayse N. Moreira, Nilo Zanatta & Helio G. Bonacorso. (2014) Update 1 of: Ionic Liquids in Heterocyclic Synthesis. Chemical Reviews 114:20, pages PR1-PR70.
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A. Chandra Shekhar, A. Ravi Kumar, G. Sathaiah, K. Raju, P. V. S. S. Srinivas, P. Shanthan Rao & B. Narsaiah. (2014) Aqueous Hydrofluoric Acid Catalyzed Facile Synthesis of 2,3,6‐Substituted Quinoxalines. Journal of Heterocyclic Chemistry 51:5, pages 1504-1508.
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Mariappan Jeganathan & Kasi Pitchumani. (2014) Solvent-Free Syntheses of 1,5-Benzodiazepines Using HY Zeolite as a Green Solid Acid Catalyst. ACS Sustainable Chemistry & Engineering 2:5, pages 1169-1176.
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Mariappan Jeganathan, Amarajothi Dhakshinamoorthy & Kasi Pitchumani. (2014) One-pot synthesis of 2-substituted quinoxalines using K10-montmorillonite as heterogeneous catalyst. Tetrahedron Letters 55:9, pages 1616-1620.
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Ali Maleki, Nakisa Ghamari & Maryam Kamalzare. (2014) Chitosan-supported Fe3O4 nanoparticles: a magnetically recyclable heterogeneous nanocatalyst for the syntheses of multifunctional benzimidazoles and benzodiazepines. RSC Advances 4:19, pages 9416.
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Pradeep S. Jadhavar, Dinesh Kumar, Priyank Purohit, Bhavin V. Pipaliya, Asim Kumar, Srikant Bhagat & Asit K. Chakraborti. 2014. Green Chemistry: Synthesis of Bioactive Heterocycles. Green Chemistry: Synthesis of Bioactive Heterocycles 37 67 .
Gangadhar Asaram Meshram, Shruti Shashank Deshpande, Vipul Amratlal Vala & Pramod Arun Wagh. (2013) Indion 190 resin: Reusable catalyst for the synthesis of quinoxalines and pyrido-pyrazines at ambient temperature. European Journal of Chemistry 4:4, pages 422-424.
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Nora Rojas, Yvonne Grillasca, Alejandrina Acosta, Irene Audelo & Gustavo García de la Mora. (2013) A New Method for the Synthesis of Symmetrical Disubstituted Pyrazines. Journal of Heterocyclic Chemistry 50:4, pages 982-984.
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Dinesh Kumar, Kapileswar Seth, Damodara N. Kommi, Srikant Bhagat & Asit K. Chakraborti. (2013) Surfactant micelles as microreactors for the synthesis of quinoxalines in water: scope and limitations of surfactant catalysis. RSC Advances 3:35, pages 15157.
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Abdolali Alizadeh & Javad Mokhtari. (2013) Unexpected Approach to the Synthesis of 2‐Phenylquinoxalines and Pyrido[2,3‐ b ]pyrazines via a Regioselective Reaction . Helvetica Chimica Acta 96:1, pages 124-129.
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Samad Khaksar & Fariba Rostamnezhad. (2012) A Novel One-Pot Synthesis of Quinoxaline Derivatives in Fluorinated Alcohols. Bulletin of the Korean Chemical Society 33:8, pages 2581-2584.
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Ajeet A. Yelwande, Madhukar E. Navgire, Balasaheb R. Arbad & Machhindra K. Lande. (2012) Polyaniline/SiO 2 Nanocomposite Catalyzed Efficient Synthesis of Quinoxaline Derivatives at Room Temperature . Journal of the Chinese Chemical Society 59:8, pages 995-1000.
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Fan Pan, Tang-Ming Chen, Jia-Jia Cao, Jian-Ping Zou & Wei Zhang. (2012) Ga(ClO4)3-catalyzed synthesis of quinoxalines by cycloaddition of α-hydroxyketones and o-phenylenediamines. Tetrahedron Letters 53:20, pages 2508-2510.
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Radhakrishnan Mahesh, Arghya Kusum Dhar, Tara Sasank T.V.N.V.Sappanimuthu Thirunavukkarasu & Thangaraj Devadoss. (2011) Citric acid: An efficient and green catalyst for rapid one pot synthesis of quinoxaline derivatives at room temperature. Chinese Chemical Letters 22:4, pages 389-392.
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B. Krishnakumar & M. Swaminathan. (2010) A recyclable and highly effective sulfated TiO2-P25 for the synthesis of quinoxaline and dipyridophenazine derivatives at room temperature. Journal of Organometallic Chemistry 695:24, pages 2572-2577.
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B. Krishnakumar, R. Velmurugan, S. Jothivel & M. Swaminathan. (2010) An efficient protocol for the green synthesis of quinoxaline and dipyridophenazine derivatives at room temperature using sulfated titania. Catalysis Communications 11:12, pages 997-1002.
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James T. Fletcher & Grit Boriraj. (2010) Benzodiazepine Synthesis and Rapid Toxicity Assay. Journal of Chemical Education 87:6, pages 631-633.
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Hong-Yan Lü, Shu-Hong Yang, Jia Deng & Zhan-Hui Zhang. (2010) Magnetic Fe3O4 Nanoparticles as New, Efficient, and Reusable Catalysts for the Synthesis of Quinoxalines in Water. Australian Journal of Chemistry 63:8, pages 1290.
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Shivaji S. Pawar, Murlidhar S. Shingare & Shivaji N. Thore. (2009) Novel, efficient, and green procedure for the synthesis of 1,5-benzodiazepines catalyzed by MgBr2 in aqueous media. Chinese Chemical Letters 20:1, pages 32-36.
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Jason A. Smith & John H. Ryan. 2009. A critical review of the 2007 literature preceded by two chapters on current heterocyclic topics. A critical review of the 2007 literature preceded by two chapters on current heterocyclic topics 432 458 .
Jing-Jing Cai, Jian-Ping Zou, Xiang-Qiang Pan & Wei Zhang. (2008) Gallium(III) triflate-catalyzed synthesis of quinoxaline derivatives. Tetrahedron Letters 49:52, pages 7386-7390.
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Parasa Hazarika, Pranjal Gogoi & Dilip Konwar. (2008) ChemInform Abstract: Efficient and Green Method for the Synthesis of 1,5‐Benzodiazepine and Quinoxaline Derivatives in Water.. ChemInform 39:10.
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