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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 15
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Original Articles

Iodine‐Mediated Synthesis of 2‐Arylbenzoxazoles, 2‐Arylbenzimidazoles, and 1,3,5‐Trisubstituted Pyrazoles

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Pages 2189-2194 | Received 06 Jan 2006, Published online: 16 Feb 2007

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (2)

George Brătulescu. (2017) Mild, one-pot preparation of 2-substituted benzimidazoles from organic halides. Synthetic Communications 47:8, pages 811-817.
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Santosh Kamble, Gajanan Rashinkar, Arjun Kumbhar & Rajashri Salunkhe. (2012) Hydrotrope Induced Catalysis in Water: A Clean and Green Approach for the Synthesis of Medicinally Relevant Bis(indolyl)methanes and 2-Aryl Benzimidazoles. Synthetic Communications 42:5, pages 756-766.
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Articles from other publishers (44)

Dipak J. Dahatonde, Aritra Ghosh, Adilakshmi Vutla & Sanjay Batra. (2023) Iodine‐Mediated One‐Pot Synthesis of 1,4,5‐Substituted Pyrazoles from MBH Acetates via Allyl Hydrazone Intermediate. European Journal of Organic Chemistry 26:28.
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Deweshri Nandurkar, Kishor Danao, Vijayshri Rokde, Ruchi Shivhare & Ujwala Mahajan. 2023. Strategies for the Synthesis of Heterocycles and Their Applications. Strategies for the Synthesis of Heterocycles and Their Applications.
Akichika Itoh, Norihiro Tada & Eiji Yamaguchi. (2023) Development of Novel Molecular Transformation Reactions Using Iodine Driven by Photochemical Activation光化学的活性化を駆動力としたヨウ素を利用する新規分子変換反応の開発. Journal of Synthetic Organic Chemistry, Japan 81:5, pages 451-462.
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M. S. Vahora, J. J. Boruah & S. P. Das. (2023) Synthesis and Pharmacological Activities of Pyrazole and Oxadiazole Derivatives: a Review. Russian Journal of Organic Chemistry 59:5, pages 846-869.
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Navjeet Kaur. 2023. 5-Membered Heterocycle Synthesis Using Iodine. 5-Membered Heterocycle Synthesis Using Iodine 109 148 .
Soumita Dwari, Partha Partim Nath & Chandan K. Jana. (2022) Ring Opening of Pyrrolinium Ions Enabled Regioselective Synthesis of 4-Alkyl N -Arylpyrazoles . The Journal of Organic Chemistry 87:18, pages 11947-11957.
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Munish KumarSharad Kumar Panday. (2022) Pyrazole and Its Derivatives: An Excellent N-Hetrocycle with Wide Range of Biological Applications (A Review). Oriental Journal Of Chemistry 38:3, pages 568-592.
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D. S. Martsinkevich, K. F. Chernyavskaya, T. I. Ahramovich & V. A. Tarasevich. (2022) Synthesis and Antibacterial Activity of Novel Chalcone-derived Pyrazoles. Russian Journal of Organic Chemistry 58:5, pages 697-705.
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Renzo Rossi & Maurizio Ciofalo. (2022) Palladium-Catalysed Intermolecular Direct C–H Bond Arylation of Heteroarenes with Reagents Alternative to Aryl Halides: Current State of the Art. Current Organic Chemistry 26:3, pages 215-274.
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Jyoti Sharma, Praveena Mishra & Juli Bhadoria. (2022) 2-aminophenol as a leading reactant for the one pot synthetic strategies towards benzoxazole derivatives: A systematic review. Results in Chemistry 4, pages 100670.
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Zabiulla, Fares Hezam Al-Ostoot, Asha M. S, Mohammed Al-Ghorbani & Shaukath Ara Khanum. (2021) Recent investigation on heterocycles with one nitrogen [piperidine, pyridine and quinoline], two nitrogen [1,3,4-thiadiazole and pyrazole] and three nitrogen [1,2,4-triazole]: a review. Journal of the Iranian Chemical Society 19:1, pages 23-54.
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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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Leila Ghasempour, Sakineh Asghari, Mahmood Tajbakhsh & Mojtaba Mohseni. (2021) Preparation of New Spiropyrazole, Pyrazole and Hydantoin Derivatives and Investigation of Their Antioxidant and Antibacterial Activities.. Chemistry & Biodiversity 18:9.
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Vladimir V. Chernyshov, Olga I. Yarovaya, Sergey Z. Vatsadze, Sophia S. Borisevich, Sergey N. Trukhan, Yuri V. Gatilov, Roman Yu. Peshkov, Ilia V. Eltsov, Oleg N. Martyanov & Nariman F. Salakhutdinov. (2020) Unexpected Ring Opening During the Imination of Camphor‐Type Bicyclic Ketones. European Journal of Organic Chemistry 2021:3, pages 452-463.
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Akbar Mobinikhaledi, Hassan Moghanian, Seyed Mohammad Bagher Hosseini Ghazvini & Azam Dalvand. (2017) Copper containing poly(melamine-terephthaldehyde)-magnetite mesoporous nanoparticles: a highly active and recyclable catalyst for the synthesis of benzimidazole derivatives. Journal of Porous Materials 25:4, pages 1123-1134.
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Khalid Karrouchi, Smaail Radi, Youssef Ramli, Jamal Taoufik, Yahia Mabkhot, Faiz Al-aizari & M’hammed Ansar. (2018) Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review. Molecules 23:1, pages 134.
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Nan Xiao, Sen Hao Wang, Ai Ying Zhang, Hong Yang Li, Peng Wang, Wei Li, Bao Hua Chen, Guo Feng Chen & Na Li. (2015) An efficient one-pot synthesis of 2-oxazolines with molecular iodine under ultrasound irradiation. Research on Chemical Intermediates 41:12, pages 9731-9742.
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Kaveh Khosravi. (2014) Mild and efficient oxidation of 2-pyrazolines and isoxazolines by trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxalane–NH4Cl–HOAc in water–MeCN. Research on Chemical Intermediates 41:8, pages 5253-5260.
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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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Yoshitomo Nagasawa, Yoko Matsusaki, Toshiyuki Hotta, Tomoya Nobuta, Norihiro Tada, Tsuyoshi Miura & Akichika Itoh. (2014) Aerobic photooxidative synthesis of benzimidazoles from aromatic aldehydes and diamines using catalytic amounts of magnesium iodide. Tetrahedron Letters 55:48, pages 6543-6546.
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Meihong Jin, Guowei Song, Zhenjiang Li, Feng Zhou, Bo Fan & Pingkai Ouyang. (2014) Efficient Synthesis of 2-Aryl-1-arylmethyl-1 H -benzimidazoles in Ball Mill without Solvent . Journal of Heterocyclic Chemistry 51:6, pages 1838-1843.
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Jin Woo Lim, Ko Hoon Kim, Se Hee Kim & Jae Nyoung Kim. (2014) Synthesis of 1H-benzo[g]indazole derivatives: propargyl–allenyl isomerization and 6π-electrocyclization involving two aromatic π-bonds. Tetrahedron 70:38, pages 6831-6840.
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Jin Yu, Ko Hoon Kim, Hye Ran Moon & Jae Nyoung Kim. (2014) Facile One-Pot Synthesis of 1,3,5-Trisubstituted Pyrazoles from α,β-Enones. Bulletin of the Korean Chemical Society 35:6, pages 1692-1696.
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Daoshan Yang, Xiao Zhu, Wei Wei, Nana Sun, Li Yuan, Min Jiang, Jinmao You & Hua Wang. (2014) Magnetically recoverable and reusable CuFe 2 O 4 nanoparticle-catalyzed synthesis of benzoxazoles, benzothiazoles and benzimidazoles using dioxygen as oxidant . RSC Adv. 4:34, pages 17832-17839.
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Sikkandarkani Akbar & Kannupal Srinivasan. (2013) A Tandem Strategy for the Synthesis of 1 H -Benzo[ g ]indazoles and Naphtho[2,1- d ]isoxazoles from o -Alkynylarene Chalcones . European Journal of Organic Chemistry 2013:9, pages 1663-1666.
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Kallimeledoddi Boregowda Puttaraju & Kalegowda Shivashankar. (2013) Iodine-catalyzed three component reaction: a novel synthesis of 2-aryl-imidazo[1,2-a]pyridine scaffolds. RSC Advances 3:43, pages 20883.
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V. Kameshwara Rao, Rakesh Tiwari, Bhupender S. Chhikara, Amir Nasrolahi Shirazi, Keykavous Parang & Anil Kumar. (2013) Copper triflate-mediated synthesis of 1,3,5-triarylpyrazoles in [bmim][PF6] ionic liquid and evaluation of their anticancer activities. RSC Advances 3:35, pages 15396.
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Prakash T. Parvatkar, Perunninakulath S. Parameswaran & Santosh G. Tilve. (2012) Recent Developments in the Synthesis of Five- and Six-Membered Heterocycles Using Molecular Iodine. Chemistry - A European Journal 18:18, pages 5460-5489.
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Kaveh Khosravi & Samira Kazemi. (2012) Trans‐3,5‐dihydroperoxy‐3,5‐dimethyl‐1,2‐dioxalane/HBr System as New, Effective, Mild and Non‐toxic Reagent for Synthesis of 2‐Aryl‐1 H ‐benzothiazoles and 2‐Aryl‐1‐arylmethyl‐1 H ‐benzimidazoles . Journal of the Chinese Chemical Society 59:4, pages 557-560.
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Santos Fustero, María Sánchez-Roselló, Pablo Barrio & Antonio Simón-Fuentes. (2011) From 2000 to Mid-2010: A Fruitful Decade for the Synthesis of Pyrazoles. Chemical Reviews 111:11, pages 6984-7034.
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Heraclio López-Ruiz, Horacio Briseño-Ortega, Susana Rojas-Lima, Rosa Santillan & Norberto Farfán. (2011) Phenylboronic acid catalyzed-cyanide promoted, one-pot synthesis of 2-(2-hydroxyphenyl)benzoxazole derivatives. Tetrahedron Letters 52:33, pages 4308-4312.
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Marjan Jereb, Dejan Vražič & Marko Zupan. (2011) Iodine-catalyzed transformation of molecules containing oxygen functional groups. Tetrahedron 67:7, pages 1355-1387.
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Heraclio López-Ruiz, Horacio Briseño-Ortega, Susana Rojas-Lima, Rosa Santillán & Norberto Farfán. (2010) An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicycles. Tetrahedron Letters 51:19, pages 2633-2635.
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Young Tak Lee & Young Keun Chung. (2008) Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl N -Sulfonylhydrazones . The Journal of Organic Chemistry 73:12, pages 4698-4701.
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