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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 12
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Original Articles

Iodobenzene Diacetate Mediated Oxidation of N-Substituted Hydrazones of Chalcones: An Efficient Regioselective Synthesis of 1,3,5-Trisubstituted Pyrazoles

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Pages 2169-2177 | Received 28 Jul 2008, Published online: 12 May 2009

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VidyaG. Desai, PoojaC. Satardekar, Sampada Polo & Kashinath Dhumaskar. (2012) Regioselective Synthesis of 1,3,5-Trisubstituted Pyrazoles. Synthetic Communications 42:6, pages 836-842.
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Articles from other publishers (26)

Tamilthendral Veerappan & Ramesh Rengan. (2023) Arene Binuclear Ru(II)-Promoted Sustainable Synthesis of Substituted Pyrazoles from Alcohols via Acceptorless Dehydrogenative Annulation. Organic Letters 25:22, pages 4162-4167.
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Stanislav A. Paveliev, Oleg O. Segida, Oleg V. Bityukov, Hai‐Tao Tang, Ying‐Ming Pan, Gennady I. Nikishin & Alexander O. Terent'ev. (2022) Electrocatalytic Synthesis of Substituted Pyrazoles via Hypervalent Iodine Mediated Intramolecular C−N Coupling . Advanced Synthesis & Catalysis 364:22, pages 3910-3916.
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Lian-Mei Chen, Chuang Zhou, Jing Li, Jun Li, Xiao-Qiang Guo & Tai-Ran Kang. (2022) Copper-catalyzed reactions of α,β-unsaturated N -tosylhydrazones with diaryliodonium salts to construct N -arylpyrazoles and diaryl sulfones . Organic & Biomolecular Chemistry 20:35, pages 7011-7016.
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Satbir Mor, Mohini Khatri, Ravinder Punia, Savita Nagoria & Suchita Sindhu. (2022) A New Insight into the Synthesis and Biological Activities of Pyrazole based Derivatives. Mini-Reviews in Organic Chemistry 19:6, pages 717-778.
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Larry Yet. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 1 112 .
J. D. Bhirud, G. R. Gupta & H. P. Narkhede. (2020) Oxidative Cyclization of Chalcones in the Presence of Sulfamic Acid as Catalyst. Synthesis, Biological Activity, and Thermal Properties of 1,3,5-Trisubstituted Pyrazoles. Russian Journal of Organic Chemistry 56:10, pages 1815-1822.
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Ranjana Aggarwal, Suresh Kumar, Ashwani Mittal, Rachna Sadana & Vikas Dutt. (2020) Synthesis, characterization, in vitro DNA photocleavage and cytotoxicity studies of 4-arylazo-1-phenyl-3-(2-thienyl)-5-hydroxy-5-trifluoromethylpyrazolines and regioisomeric 4-arylazo-1-phenyl-5(3)-(2-thienyl)-3(5)-trifluoromethylpyrazoles. Journal of Fluorine Chemistry 236, pages 109573.
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Saba Farooq & Zainab Ngaini. (2020) One Pot and Two Pot Synthetic Strategies and Biological Applications of Epoxy-Chalcones. Chemistry Africa 3:2, pages 291-302.
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Lian-Mei Chen, Juan Zhao, An-Jie Xia, Xiao-Qiang Guo, Ya Gan, Chuang Zhou, Zai-Jun Yang, Jun Yang & Tai-Ran Kang. (2019) A base-promoted cascade reaction of α,β-unsaturated N -tosylhydrazones with o -hydroxybenzyl alcohols: highly regioselective synthesis of N-sec -alkylpyrazoles . Organic & Biomolecular Chemistry 17:37, pages 8561-8570.
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Rimpy Bhatia, Kulbir Kadyan, Meenakshi Duhan, Meena Devi, Rahul Singh, Ramesh C. Kamboj & Parvin Kumar. (2019) A Serendipitous Synthesis: SiO 2 ‐HNO 3 Mediated Oxidative Aromatization and Regioselective Nitration of 1,3,5‐Trisubstituted‐4,5‐Dihydro‐1 H ‐Pyrazoles . ChemistrySelect 4:35, pages 10417-10424.
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Lin Zeng, Xiao-Qiang Guo, Zai-Jun Yang, Ya Gan, Lian-Mei Chen & Tai-Ran Kang. (2019) Metal-free and highly regioselective synthesis of N-heteroaryl substituted pyrazoles from α,β-unsaturated N-tosylhydrazones and heteroaryl chlorides. Tetrahedron Letters 60:33, pages 150943.
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Satheeshkumar Reddy Kandimalla, Sai Prathima Parvathaneni, Gowravaram Sabitha & B. V. Subba Reddy. (2019) Recent Advances in Intramolecular Metal-Free Oxidative C-H Bond Aminations Using Hypervalent Iodine(III) Reagents. European Journal of Organic Chemistry 2019:8, pages 1687-1714.
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Mohammed Baashen, Bakr F. Abdel-Wahab & Gamal A. El-Hiti. (2018) Synthetic profiles to pyrazolylquinoxalines. Chemistry of Heterocyclic Compounds 54:2, pages 114-121.
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Li Tang, Minyan Ma, Qi Zhang, Huan Luo, Tao Wang & Yonghai Chai. (2017) Metal-Free Synthesis of Pyrazoles from 1,3-Diarylpropenes and Hydrazines via Multiple Inter-/Intramolecular C-H Aminations . Advanced Synthesis & Catalysis 359:15, pages 2610-2620.
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Mitsuhiro Kashiwa, Yoshiyuki Kuwata, Motohiro Sonoda & Shinji Tanimori. (2016) Oxone-mediated facile access to substituted pyrazoles. Tetrahedron 72:2, pages 304-311.
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Dinabandhu Sar, Raghunath Bag, Afsana Yashmeen, Subhendu Sekhar Bag & Tharmalingam Punniyamurthy. (2015) Synthesis of Functionalized Pyrazoles via Vanadium-Catalyzed C–N Dehydrogenative Cross-Coupling and Fluorescence Switch-On Sensing of BSA Protein. Organic Letters 17:21, pages 5308-5311.
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Pitchai Manivel, Kamalakannan Prabakaran, Upasana Banerjee, Fazlur-Rahman Nawaz Khan, Euh Duck Jeong & Eun Hyuk Chung. (2015) Organoiodine( iii ) mediated intramolecular oxidative cyclization of 1-(3-arylisoquinolin-1-yl)-2-(arylmethylene)hydrazines to 5-aryl-3-(aryl)-[1,2,4]triazolo[3,4-a] isoquinolines . RSC Advances 5:5, pages 3781-3785.
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Dongdong Liang & Qiang Zhu. (2015) A Facile Synthesis of Pyrazoles through Metal-Free Oxidative C(sp 2 )?H Cycloamination of Vinyl Hydrazones . Asian Journal of Organic Chemistry 4:1, pages 42-45.
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Xinting Zhang, Jinfeng Kang, Pengfei Niu, Jie Wu, Wenquan Yu & Junbiao Chang. (2014) I 2 -Mediated Oxidative C–N Bond Formation for Metal-Free One-Pot Synthesis of Di-, Tri-, and Tetrasubstituted Pyrazoles from α,β-Unsaturated Aldehydes/Ketones and Hydrazines . The Journal of Organic Chemistry 79:21, pages 10170-10178.
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Dinabandhu Sar, Rajesh Paul, Mani Sengoden & Tharmalingam Punniyamurthy. (2014) Synthesis of Substituted Pyrazoles from Vinylhydrozones via Bromoamination and Hydroamination with 2,2,6,6‐Tetramethylpiperidine‐1‐oxyl and N ‐Bromosuccinimide . Asian Journal of Organic Chemistry 3:5, pages 638-643.
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Amal Rabahi, Safouane M. Hamdi, Yahia Rachedi, Maamar Hamdi, Oualid Talhi, Filipe A. Almeida Paz, Artur S.M. Silva, Balegroune Fadila, Hamadène Malika & Taïbi Kamel. (2014) 2D-NMR, X-ray crystallography and theoretical studies of the reaction mechanism for the synthesis of 1,5-benzodiazepines from dehydroacetic acid derivatives and o-phenylenediamines. Journal of Molecular Structure 1061, pages 97-103.
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Gargi Pal, Sanjay Paul, Partha Pratim Ghosh & Asish R. Das. (2014) PhIO promoted synthesis of nitrile imines and nitrile oxides within a micellar core in aqueous media: a regiocontrolled approach to synthesizing densely functionalized pyrazole and isoxazoline derivatives. RSC Advances 4:16, pages 8300.
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Shenghai Guo, Jiliang Wang, Dongqiang Guo, Xinying Zhang & Xuesen Fan. (2012) Highly regioselective and practical synthesis of 1-acyl-5-hydroxypyrazolines and 1-acyl pyrazoles from 1,2-allenic ketones and hydrazides. Tetrahedron 68:38, pages 7768-7774.
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Yao Li, Deng Hong, Yuanxun Zhu, Ping Lu & Yanguang Wang. (2011) One-pot synthesis of 5-sulfonamidopyrazole from terminal alkynes, sulfonyl azides and hydrozones. Tetrahedron 67:42, pages 8086-8091.
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Larry Yet. 2011. 217 257 .
Ranjana Aggarwal & Rajiv Kumar. (2009) ChemInform Abstract: Iodobenzene Diacetate Mediated Oxidation of N‐Substituted Hydrazones of Chalcones: An Efficient Regioselective Synthesis of 1,3,5‐Trisubstituted Pyrazoles.. ChemInform 40:44.
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