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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 21
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Original Articles

[(L)Proline]2Zn Catalysed Synthesis of 1,5‐Benzodiazepine Derivatives Under Solvent‐Free Condition

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Pages 3833-3846 | Received 14 Jun 2004, Published online: 10 Jan 2011

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Pankaj Attri & Mohinder Pal. (2010) Simple ammonium ionic liquid catalyses the 1,5-benzodiazepine derivatives under mild conditions. Green Chemistry Letters and Reviews 3:3, pages 249-256.
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MajidM. Heravi, Azadeh Ghods, Khadijeh Bakhtiari & Fatemeh Derikvand. (2010) Zn[(L)proline]2: An Efficient Catalyst for the Synthesis of Biologically Active Pyrano[2,3-d]pyrimidine Derivatives. Synthetic Communications 40:13, pages 1927-1931.
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J. Venu Madhav & B. Rajitha. (2008) Expeditious Synthesis of Thiadiazolo Benzodiazepines Under Conventional Method and Microwave Irradiation. Phosphorus, Sulfur, and Silicon and the Related Elements 183:12, pages 2984-2989.
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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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Zhenjiang Li, Yingjie Sun, Xinghua Ren, Weisi Li, Yuhu Shi & Pingkai Ouyang. (2007) Efficient Synthesis of 1,5‐Benzodiazepines Mediated by Sulfamic Acid under Neat Condition or in Solution. Synthetic Communications 37:10, pages 1609-1615.
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Zhan‐Hui Zhang, Shu‐Tao Yang & Jin Lin. (2006) Mild and Efficient Procedure for the Synthesis of 1,5‐Benzodiazepines Catalyzed by Magnesium Perchlorate. Synthetic Communications 36:12, pages 1645-1654.
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Bilal A. Ganai, Satish Kumar, Charanjeet S. Andotra & Kamal K. Kapoor. (2006) SbCl3‐Al2O3–Catalyzed, Solvent‐Free, One‐Pot Synthesis of Benzo[b]1,4‐diazepines. Synthetic Communications 36:6, pages 803-807.
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Articles from other publishers (48)

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Bapu R. Thorat, Suraj N. Mali, Swati S. Wavhal, Devidas S. Bhagat, Ravikumar M. Borade, A. Chapolikar, Ajaykumar Gandhi & Pawan Shinde. (2023) L-Proline: A Versatile Organo-Catalyst in Organic Chemistry. Combinatorial Chemistry & High Throughput Screening 26:6, pages 1108-1140.
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Majid M. Heravi & Vahideh Zadsirjan. (2022) Construction and Aromatization of Hantzsch 1,4‐Dihydropyridines under Microwave Irradiation: A Green Approach. ChemistrySelect 7:3.
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Sinthiya J. Gawandi, Vidya G. Desai, Shrinivas Joshi, Sunil Shingade & Raghuvir R. Pissurlenkar. (2021) Assessment of elementary derivatives of 1,5-benzodiazepine as anticancer agents with synergy potential. Bioorganic Chemistry 117, pages 105331.
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Robin Van Den Hauwe, Mathias Elsocht, Charlie Hollanders & Steven Ballet. (2021) Efficient Synthesis of Polysubstituted 1,5-Benzodiazepinone Dipeptide Mimetics via an Ugi-4CR-Ullmann Condensation Sequence. Synlett 32:17, pages 1719-1724.
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Kamal Usef Sadek, Ramadan Ahmed Mekheimer, Mohamed Abd‐Elmonem & Mohamed Hilmy Elnagdi. (2019) Recent developments in the utility of Zn( L ‐proline) 2 as benign and recyclable metallo‐organocatalyst in organic synthesis . Applied Organometallic Chemistry 34:2.
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Kashyap J. Tamuli & Manobjyoti Bordoloi. (2020) Recyclable Itaconic Acid with Water as Green Catalytic System: Synthesis of Substituted 1,5‐Benzodiazepine Derivatives at Room Temperature. ChemistrySelect 5:4, pages 1353-1358.
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Iqbal N. Shaikh, M.A. Baseer, D.B. Ahmed, Syed Farooq Adil, Mujeeb Khan & Abdulrahman Alwarthan. (2020) Microwave-assisted green synthesis of 1,5 benzodiazepines using Cu(II)-clay nanocatalyst. Journal of King Saud University - Science 32:1, pages 979-985.
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Vipin Kumar, Shweta Verma & Sushil Kumar. (2019) Glacial Acetic Acid Catalyzed Synthesis, Physicochemical and Biological Evaluation of Benzodiazepines as Potent CNS Agents. Central Nervous System Agents in Medicinal Chemistry 19:2, pages 146-151.
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Samaresh Layek, Bhumika Agrahari, Shweta Kumari, Anuradha & Devendra D. Pathak. (2018) [Zn(l-proline)2] Catalyzed One-Pot Synthesis of Propargylamines Under Solvent-Free Conditions. Catalysis Letters 148:9, pages 2675-2682.
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Cristiane R. Winck, Mariana P. Darbem, Roberto S. Gomes, Andrelson W. Rinaldi & Nelson Luís C. Domingues. (2014) Zn[aminoacid]2 hybrid materials applied as heterogeneous catalysts in the synthesis of β-enaminones. Tetrahedron Letters 55:30, pages 4123-4125.
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Ganapati D. Yadav & Akhilesh R. Yadav. (2013) Selective Green Synthesis of 1,5-Benzodiazepine over Modified Heteropolyacid as Nanocatalyst: Kinetics and Mechanism. Industrial & Engineering Chemistry Research 52:50, pages 17812-17820.
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R.K. Sharma, Shikha Gulati & Amit Pandey. (2013) Polyfluorinated–zinc(II)phthalocyanine complex immobilized on silica: A novel, highly selective and recyclable inorganic–organic hybrid catalyst for the synthesis of biologically important 1,5-benzodiazepines. Inorganica Chimica Acta 397, pages 21-31.
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Zeba N. Siddiqui. (2013) Bis[(L)prolinato-N,O]Zn–water: A green catalytic system for the synthesis of 3,4-dihydropyrimidin-2 (1H)-ones via the Biginelli reaction. Comptes Rendus Chimie 16:2, pages 183-188.
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Rajanikant Kurane, Jagannath Jadhav, Sharanabasappa Khanapure, Rajashri Salunkhe & Gajanan Rashinkar. (2013) Synergistic catalysis by an aerogel supported ionic liquid phase (ASILP) in the synthesis of 1,5-benzodiazepines. Green Chemistry 15:7, pages 1849.
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Xiao‐Feng Wu & Helfried Neumann. (2012) Zinc‐Catalyzed Organic Synthesis: CC, CN, CO Bond Formation Reactions. Advanced Synthesis & Catalysis 354:17, pages 3141-3160.
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Mazaahir Kidwai & Arti Jain. (2012) Zn[(L)Proline] 2 : an eligible candidate for the synthesis of xanthenediones in water . Applied Organometallic Chemistry 26:10, pages 528-535.
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Zeba N. Siddiqui. (2012) One pot synthesis of new benzopyranopyridines via Friedlander condensation. Tetrahedron Letters 53:37, pages 4974-4978.
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ZEBA N SIDDIQUI & FARHEEN FAROOQ. (2012) A practical one pot synthesis of novel 2-hydroxy-4-chromanone derivatives from 3-formylchromone. Journal of Chemical Sciences 124:5, pages 1097-1105.
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Sheikh Abdul Majid, Waheed Ahmad Khanday & Radha Tomar. (2012) Synthesis of 1,5-Benzodiazepine and Its Derivatives by Condensation Reaction Using H-MCM-22 as Catalyst. Journal of Biomedicine and Biotechnology 2012, pages 1-6.
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Zeba N. Siddiqui, T. N. Mohammed Musthafa, Shagufta Praveen & Farheen Farooq. (2010) Zn(Proline)2-catalyzed Knoevenagel condensation under solvent-free/aqueous conditions and biological evaluation of products. Medicinal Chemistry Research 20:9, pages 1438-1444.
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Catia S. Radatz, Rodrigo B. Silva, Gelson Perin, Eder J. Lenardão, Raquel G. Jacob & Diego Alves. (2011) Catalyst-free synthesis of benzodiazepines and benzimidazoles using glycerol as recyclable solvent. Tetrahedron Letters 52:32, pages 4132-4136.
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Zeba N. Siddiqui & T.N. Mohammed Musthafa. (2011) An efficient and novel synthesis of chromonyl chalcones using recyclable Zn(l-proline)2 catalyst in water. Tetrahedron Letters 52:31, pages 4008-4013.
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Mazaahir Kidwai & Arti Jain. (2011) Regioselective synthesis of 1,4-disubstituted triazoles using bis[(L)prolinato-N,O]Zn complex as an efficient catalyst in water as a sole solvent. Applied Organometallic Chemistry 25:8, pages 620-625.
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Mazaahir Kidwai, Arti Jain & Roona Poddar. (2011) Zn[(l)proline]2 in water: A new easily accessible and recyclable catalytic system for the synthesis of pyrazoles. Journal of Organometallic Chemistry 696:10, pages 1939-1944.
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Mazaahir Kidwai, Arti Jain, Roona Poddar & Saurav Bhardwaj. (2011) Bis[(L)prolinato-N,O]Zn in acetic acid-water: a novel catalytic system for the synthesis of β-amino carbonyls via Mannich reaction at room temperature. Applied Organometallic Chemistry 25:5, pages 335-340.
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Zeba N. Siddiqui & Farheen Farooq. (2011) Zn(Proline)2: a novel catalyst for the synthesis of dicoumarols. Catalysis Science & Technology 1:5, pages 810.
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Raquel G. Jacob, Cátia S. Radatz, Mariele B. Rodrigues, Diego Alves, Gelson Perin, Eder J. Lenardão & Lucielli Savegnago. (2011) Synthesis of 1‐ H ‐1,5‐benzodiazepines derivatives using SiO 2 /ZnCl 2 . Heteroatom Chemistry 22:2, pages 180-185.
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D. Shobha, M.A. Chari, S.T. Selvan, H. Oveisi, A. Mano, K. Mukkanti & A. Vinu. (2010) Room temperature synthesis of 1,5-benzodiazepine and its derivatives using cage type mesoporous aluminosilicate catalysts. Microporous and Mesoporous Materials 129:1-2, pages 112-117.
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D. Shobha, M. Adharvana Chari, K. Mukkanti & K. H. Ahn. (2009) Silica gel‐supported sulfuric acid catalyzed synthesis of 1,5‐benzodiazepine derivatives. Journal of Heterocyclic Chemistry 46:5, pages 1028-1033.
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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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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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Kenichi Murai, Ryo Nakatani, Yasuyuki Kita & Hiromichi Fujioka. (2008) One-pot three-component reaction providing 1,5-benzodiazepine derivatives. Tetrahedron 64:49, pages 11034-11040.
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Deepali Mahajan, Tahira Naqvi, Rattan Lal Sharma & Kamal K. Kapoor. (2008) Alum-Catalyzed One-Pot Solventless Synthesis of 1,5-Benzodiazepines. Australian Journal of Chemistry 61:2, pages 159.
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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 .
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Majid M. Heravi, Maryam H. Tehrani, Khadijeh Bakhtiari & Hossein A. Oskooie. (2007) Zn[(l)proline]: A powerful catalyst for the very fast synthesis of quinoxaline derivatives at room temperature. Catalysis Communications 8:9, pages 1341-1344.
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M. Adharvana Chari, D. Shobha & K. Syamasundar. (2009) Silica gel / NaHSO 4 : An efficient and recyclable heterogeneous catalyst for high yield synthesis of 1,5‐benzodiazepine derivatives under microwave irradiation . Journal of Heterocyclic Chemistry 44:4, pages 929-932.
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Min Xia & Yue-dong Lu. (2007) Sulfamic acid: An efficient and green catalyst for synthesis of 1,5-benzodiazepines under solvent-free conditions. Heteroatom Chemistry 18:4, pages 354-358.
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Varala Ravi, Enugala Ramu, Kotra Vijay & Adapa Srinivas Rao. (2007) Zn-Proline Catalyzed Selective Synthesis of 1,2-Disubstituted Benzimidazoles in Water. CHEMICAL & PHARMACEUTICAL BULLETIN 55:8, pages 1254-1257.
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Majid M. Heravi, Vahideh Zadsirjan, Farahnaz K. Behbahani & Hossien A. Oskooie. (2006) Catalytic synthesis of 2,3-dihydro-1H-1,5-benzodiazepines by ferric perchlorate. Journal of Molecular Catalysis A: Chemical 259:1-2, pages 201-204.
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V. Sivamurugan, A. Vinu, M. Palanichamy & V. Murugesan. (2006) Rapid and cleaner synthesis of 1,4‐dihydropyridines in aqueous medium. Heteroatom Chemistry 17:4, pages 267-271.
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Mahmood Tajbakhsh, Majid M. Heravi, Bagher Mohajerani & Amir N. Ahmadi. (2006) Solid acid catalytic synthesis of 1,5-benzodiazepines: A highly improved protocol. Journal of Molecular Catalysis A: Chemical 247:1-2, pages 213-215.
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V. Sivamurugan, R. Suresh Kumar, M. Palanichamy & V. Murugesan. (2009) Synthesis of hantzsch 1,4‐dihydropyridines under solvent‐free condition using zn[(L)proline] 2 as lewis acid catalyst . Journal of Heterocyclic Chemistry 42:5, pages 969-974.
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V. Sivamurugan, K. Deepa, M. Palanichamy & V. Murugesan. (2005) [(L)Proline] 2 Zn Catalyzed Synthesis of 1,5‐Benzodiazepine Derivatives under Solvent‐Free Condition. . ChemInform 36:10.
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