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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 12
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Original Articles

[BPy]HSO4 Acidic Ionic Liquid as a Novel, Efficient, and Environmentally Benign Catalyst for Synthesis of 1,5‐Benzodiazepines under Mild Conditions

Yuying Du Department of Chemistry, College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot, China
,
Fuli Tian Department of Chemistry, College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot, ChinaCorrespondence[email protected]
&
Wenzhi Zhao Department of Chemistry, College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot, China
Pages 1661-1669 | Received 25 Aug 2005, Published online: 22 Aug 2006

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Saman Damavandi & Reza Sandaroos. (2012) Novel Synthetic Route to Pyrano[2,3-b]pyrrole Derivatives. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 42:5, pages 621-627.
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Suresh, Anil Saini & JagirS. Sandhu. (2008) RuCl3·xH2O: A Novel and Efficient Catalyst for the Facile Synthesis of 1,5-Benzodiazepines Under Solvent-Free Conditions. Synthetic Communications 38:18, pages 3193-3200.
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Li‐Tao An, Fei‐Qing Ding, Jian‐Ping Zou & Xiao‐Hua Lu. (2008) Montmorillonite K10: An Efficient Catalyst for Solvent‐Free Synthesis of 1,5‐Benzodiazepine Derivatives. Synthetic Communications 38:8, pages 1259-1267.
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Articles from other publishers (38)

Yuying Du, Yuanyuan Gao, Yanlong Gu, Li Lv, Ning Zhu, Limin Han & Xing Zeng. (2024) Fluorescent 2-carbonyl carbazole ketones: Photophysical properties, molecular structure and selective detection of Fe3+ ion. Journal of Molecular Structure 1303, pages 137614.
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Masoume Malmir, Majid M. Heravi, Zahra Yekke-Ghasemi, Satar Saberi & Masoud Mirzaei. (2023) Fabrication of heterogeneous Zr-containing polyoxometalate as an efficient catalyst for the synthesis of a broad range of 1,5-benzodiazepine derivatives. Journal of Molecular Structure 1275, pages 134631.
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Stuart J. Brown, Dilek Yalcin, Shveta Pandiancherri, Tu C. Le, Ibrahim Orhan, Kyle Hearn, Qi Han, Calum J. Drummond & Tamar L. Greaves. (2022) Characterising a protic ionic liquid library with applied machine learning algorithms. Journal of Molecular Liquids 367, pages 120453.
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Anirudh Singh Bhathiwal, Anjaneyulu Bendi & Aditi Tiwari. (2022) A study on synthesis of benzodiazepine scaffolds using biologically active chalcones as precursors. Journal of Molecular Structure 1258, pages 132649.
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Chrisna Matthee, Gisella Terre’Blanche, Helena D. Janse van Rensburg, Janine Aucamp & Lesetja J. Legoabe. (2021) Chalcone‐inspired r A 1 /A 2A adenosine receptor ligands: Ring closure as an alternative to a reactive substructure . Chemical Biology & Drug Design 99:3, pages 416-437.
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Mingliang Wang, Liuyan Yin, Tiantian Wen, Xiao Zhang, Jie Gao & Lanzhi Wang. (2022) Green Synthesis of 1,5-Benzodiazepines with Multifunctional Groups. Chinese Journal of Organic Chemistry 42:1, pages 160.
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Massaab Khalfaoui, Farid Chebrouk, Borhane E.C. Ziani, Norah Bennamane, Brahim Cherfaoui, Wahiba Frites, Mónica Valega, Ricardo F. Mendes, Filipe A. Almeida Paz, Redouan Chebout, Khaldoun Bachari, Oualid Talhi & Artur M.S. Silva. (2021) Hemi-synthesis, in-vitro and in-silico bioactivities of new chiral-Schiff bases and benzodiazepine derivatives from Ammodaucus leucotrichus(S)-perillaldehyde. Journal of Molecular Structure 1241, pages 130690.
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Saba Farooq & Zainab Ngaini. (2021) Chalcone derived benzoheterodiazepines for medicinal applications: A Two‐pot and one‐pot synthetic approach . Journal of Heterocyclic Chemistry 58:10, pages 1914-1928.
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Sharoni Gupta, Chetna Ameta & Pinki Bala Punjabi. (2020) Greener route for microwave enhanced syntheses of bioactive 1,5‐benzodiazepines using heterogeneous calcium ferrite/graphene oxide nanocomposite as a novel and sustainable catalyst. Journal of Heterocyclic Chemistry 57:6, pages 2410-2427.
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Rajesh K. Singh, Sadhna Sharda, Shikha Sharma, Sahil Kumar & Deo Nandan Prasad. (2020) Multicomponent Catalytic Synthesis of 1,5-Benzodiazepines: An Update. Mini-Reviews in Organic Chemistry 17:4, pages 465-484.
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Mohammad Taqi Jafari‐Chermahini, Hossein Tavakol & Willi Salvenmoser. (2020) Sulfur–doped Graphene as an Efficient Metal–free Carbocatalyst for the Synthesis of 1,5–Benzodiazepines Derivatives. ChemistrySelect 5:3, pages 968-978.
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Li-Min Han, Yu-Ying Du, Liang-Wu Guo, Zhi-Chao She, Jing Cui, Ruo-Xuan Gao & Li Lv. (2020) Synthesis and Fluorescence of 9-Benzyl-9H-carbazole Derivatives and Its Application for Recognition of Rare Earth Cations. HETEROCYCLES 100:4, pages 633.
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L. Q. Shen, Xin Zhou, H. B. Yin, X. X. Hou & A. L. Wang. (2018) SELECTIVE CHLORINATION OF GLYCEROL TO 3-CHLORO-1,2-PROPANEDIOL CATALYZED BY BRØNSTED ACIDIC IONIC LIQUIDS. Brazilian Journal of Chemical Engineering 35:2, pages 659-668.
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Anirban Sarkar, Sougata Santra, Shrishnu Kumar Kundu, Alakananda Hajra, Grigory V. Zyryanov, Oleg N. Chupakhin, Valery N. Charushin & Adinath Majee. (2016) A decade update on solvent and catalyst-free neat organic reactions: a step forward towards sustainability. Green Chemistry 18:16, pages 4475-4525.
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Yang Bo. (2015) Study of the Catalytic Activity of Acidic Ionic Liquid in the Synthesis of Methyl Oleate. Advanced Materials Research 1094, pages 31-36.
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Qiang Wang, Shi Dong Wang, Ming Chen Qi & Shu Liang Zang. (2014) Synthesis and Characterization of Alkeyl Imidazolium Ionic Liquids. Advanced Materials Research 1048, pages 452-455.
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Reshma J. Nevagi, Santosh N. Dighe, Satish N. Dighe, Pratip K. Chaskar, Kumar V. Srinivasan & Kishor S. Jain. (2014) Use of Ionic Liquids as Neoteric Solvents in the Synthesis of Fused Heterocycles. Archiv der Pharmazie 347:8, pages 540-551.
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Lingqin Shen, Hengbo Yin, Aili Wang, Xiufeng Lu, Changhua Zhang, Fen Chen, Yuting Wang & Huijuan Chen. (2014) Liquid phase catalytic dehydration of glycerol to acrolein over Brønsted acidic ionic liquid catalysts. Journal of Industrial and Engineering Chemistry 20:3, pages 759-766.
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Javad Safari & Zohre Zarnegar. (2014) Brønsted acidic ionic liquid based magnetic nanoparticles: a new promoter for the Biginelli synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones. New J. Chem. 38:1, pages 358-365.
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Mohammad Taghi Goldani, Reza Sandaroos & Saman Damavandi. (2013) Efficient polymeric catalyst for one-pot synthesis of acenaphtho[1,2-b]pyrroles. Research on Chemical Intermediates 40:1, pages 139-147.
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Hossein Loghmani‐Khouzani, Panteha Tamjidi, Iraj Mohammadpoor‐Baltork, Marzieh Yaeghoobi, Noorsaadah Abd. Rahman, Ahmad Reza Khosropour, Majid Moghadam, Shahram Tangestaninejad, Valiolah Mirkhani, Mohammad Hossein Habibi, Ayana Kashima & Takayoshi Suzuki. (2013) Efficient and Eco‐friendly Syntheses of 1,5‐Benzothiazepines and 1,5‐Benzodiazepines Catalyzed by [ Hmim ][NO 3 ] under Mild Conditions . Journal of Heterocyclic Chemistry 51:1, pages 138-150.
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REZA SANDAROOS, MOHAMMAD TAGHI GOLDANI & SAMAN DAMAVANDI. (2013) Silica-supported ionic liquid as highly efficient catalyst for one-pot synthesis of acenaphtho[1,2-b]furan compounds. Journal of Chemical Sciences 125:3, pages 511-516.
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Reza Sandaroos, Saman Damavandi & Mehri Salimi. (2012) Facile one-pot synthesis of 5-amino-7-aryl-6-cyano-4H-pyrano[3,2-b]pyrroles using supported hydrogen sulfate ionic liquid. Monatshefte für Chemie - Chemical Monthly 143:12, pages 1655-1661.
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Zhongqiang Zhou, Yaru Pei & Lamei Wu. (2012) [BPy]HSO 4 as an Efficient and Recyclable Catalyst for One-Pot Synthesis of -Aminophosphonates under Solvent-Free Conditions . Organic Chemistry International 2012, pages 1-6.
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JAVAD EBRAHIMI, ALI MOHAMMADI, VAHID PAKJOO, EHSAN BAHRAMZADE & AMIR HABIBI. (2012) Highly efficient solvent-free synthesis of pyranopyrazoles by a Brønsted-acidic ionic liquid as a green and reusable catalyst. Journal of Chemical Sciences 124:5, pages 1013-1017.
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Pravin V. Shinde, Bapurao B. Shingate & Murlidhar S. Shingare. (2011) An Organocatalyzed and Ultrasound Accelerated Expeditious Synthetic Route to 1,5-Benzodiazepines under Solvent-Free Conditions. Bulletin of the Korean Chemical Society 32:4, pages 1179-1182.
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Anna Chrobok. (2010) The Baeyer–Villiger oxidation of ketones with Oxone® in the presence of ionic liquids as solvents. Tetrahedron 66:32, pages 6212-6216.
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Yao-Jia Jiang, Jing-Jing Cai, Jian-Ping Zou & Wei Zhang. (2010) Gallium(III) triflate-catalyzed [4+2+1] cycloadditions for the synthesis of novel 3,4-disubstituted-1,5-benzodiazepines. Tetrahedron Letters 51:3, pages 471-474.
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Anna Chrobok, Stefan Baj, Wojciech Pudło & Andrzej Jarzębski. (2009) Supported hydrogensulfate ionic liquid catalysis in Baeyer–Villiger reaction. Applied Catalysis A: General 366:1, pages 22-28.
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Shyamaprosad Goswami, Anita Hazra & Subrata Jana. (2009) New access to the one‐pot solvent‐free synthesis of 4,5‐dihydro‐pyrido[2,3‐ b ][1,4]diazepines and 2,3‐dihydro‐benzo[ b ][1,4]diazepines by microwave irradiation . Journal of Heterocyclic Chemistry 46:5, pages 861-865.
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Shadpour Mallakpour & Saghi Sepehri. (2008) Polycondensation of new optically active diacid with diisocyanates in the presence of tetrabutylammonium bromide as a green media under microwave heating. Reactive and Functional Polymers 68:10, pages 1459-1466.
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Xiang-Qiang Pan, Jian-Ping Zou, Zhi-Hao Huang & Wei Zhang. (2008) Ga(OTf)3-promoted condensation reactions for 1,5-benzodiazepines and 1,5-benzothiazepines. Tetrahedron Letters 49:36, pages 5302-5308.
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Shan‐E FENG, Fan XU & Qi SHEN. (2008) An Efficient Synthesis of 1,5‐Benzodiazepine Derivatives by Lanthanide Trichloride‐catalyzed Condensation of o ‐Phenylenediamine with α , β ‐Unsaturated Ketone under Mild Conditions . Chinese Journal of Chemistry 26:7, pages 1163-1167.
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Valentin A. Chebanov, Sergey M. Desenko & Thomas W. Gurley. 2008. Azaheterocycles Based on α, β-Unsaturated Carbonyls. Azaheterocycles Based on α, β-Unsaturated Carbonyls 149 180 .
Keith E. Johnson, Richard M. Pagni & John Bartmess. (2007) Brønsted Acids in Ionic Liquids: Fundamentals, Organic Reactions, and Comparisons. Monatshefte für Chemie - Chemical Monthly 138:11, pages 1077-1101.
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Yuying Du, Fuli Tian & Wenzhi Zhao. (2006) [BPy]HSO 4 Acidic Ionic Liquid as a Novel, Efficient, and Environmentally Benign Catalyst for Synthesis of 1,5‐Benzodiazepines under Mild Conditions. . ChemInform 37:42.
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