European Journal of Chemistry 2011, 2(2), 223-228 | doi: https://doi.org/10.5155/eurjchem.2.2.223-228.336 | Get rights and content

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A novel and efficient approach for the synthesis of new halo substituted 2-arylpyrazolo[4,3-c] coumarin derivatives


Pradeep Lokhande (1) , Kamal Hasanzadeh (2,*) , Shankaraiah Guruvaiah Konda (3)

(1) Department of Chemistry, Organic Research Chemistry, University of Pune, Pune-411007, India
(2) Department of Chemistry, Organic Research Chemistry, University of Pune, Pune-411007, India
(3) Department of Chemistry, Organic Research Chemistry, University of Pune, Pune-411007, India
(*) Corresponding Author

Received: 21 Nov 2010 | Revised: 12 Feb 2011 | Accepted: 17 Feb 2011 | Published: 30 Jun 2011 | Issue Date: June 2011

Abstract


A convenient protocol for the efficient synthesis of 2-arylpyrazolo[4,3-c]coumarins is described. The synthesis route involves molecular iodine catalyzed oxidative cyclization of 1-phenyl-3-(2'-hydroxyaryl)-4-formyl pyrazoles in dimethylsulfoxide. During the lactonisation of 4-formylpyrazoles, we found that iodine was incorporated into the unsubstituted O/P position of the 3-(2'-hydroxyaryl) group. Under similar conditions o-allyloxy derivative of pyrazoles gave same corresponding lactone derivatives by deallylation, lactonisation, and iodination in one step.

2_2_223_228_800


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Keywords


Iodine; Lactonisation; Deallylation; 2-Arylpyrazolo[4,3-c]coumarins; Oxidation; Iodination

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DOI: 10.5155/eurjchem.2.2.223-228.336

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Citations

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[7]. Assia Sid, Nouara Ziani, Ouafa Demmen-Debbih, Mahieddine Mokhtari, Kaddour Lamara
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[8]. M. S. Vahora, J. J. Boruah, S. P. Das
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[9]. Munish Kumar, Sharad Kumar Panday
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[10]. Susanta Patra, Prasanta Patra
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[11]. Anshu Jain, Ragini Gupta, Madhu Agarwal
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[12]. Eslam Reda El-Sawy, Ahmed Bakr Abdelwahab, Gilbert Kirsch
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[14]. Sultan Nacak Baytas, Nazan Inceler, Akın Yılmaz
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How to cite


Lokhande, P.; Hasanzadeh, K.; Konda, S. Eur. J. Chem. 2011, 2(2), 223-228. doi:10.5155/eurjchem.2.2.223-228.336
Lokhande, P.; Hasanzadeh, K.; Konda, S. A novel and efficient approach for the synthesis of new halo substituted 2-arylpyrazolo[4,3-c] coumarin derivatives. Eur. J. Chem. 2011, 2(2), 223-228. doi:10.5155/eurjchem.2.2.223-228.336
Lokhande, P., Hasanzadeh, K., & Konda, S. (2011). A novel and efficient approach for the synthesis of new halo substituted 2-arylpyrazolo[4,3-c] coumarin derivatives. European Journal of Chemistry, 2(2), 223-228. doi:10.5155/eurjchem.2.2.223-228.336
Lokhande, Pradeep, Kamal Hasanzadeh, & Shankaraiah Guruvaiah Konda. "A novel and efficient approach for the synthesis of new halo substituted 2-arylpyrazolo[4,3-c] coumarin derivatives." European Journal of Chemistry [Online], 2.2 (2011): 223-228. Web. 24 Sep. 2023
Lokhande, Pradeep, Hasanzadeh, Kamal, AND Konda, Shankaraiah. "A novel and efficient approach for the synthesis of new halo substituted 2-arylpyrazolo[4,3-c] coumarin derivatives" European Journal of Chemistry [Online], Volume 2 Number 2 (30 June 2011)

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