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Glycerol mediated, one pot, multicomponent synthesis of dihydropyrano[2,3-c]pyrazoles
Harvinder Singh Sohal (1)
, Arun Goyal (2) , Rajeev Sharma (3) , Rajshree Khare (4) , Sanjay Kumar (5,*) (1) Department of Chemistry, Multani Mal Modi College, Patiala, 147001, Punjab, India
(2) Department of Chemistry, Multani Mal Modi College, Patiala, 147001, Punjab, India
(3) Department of Chemistry, Multani Mal Modi College, Patiala, 147001, Punjab, India
(4) Department of Chemistry, Maharishi Markandeshwar University, Mullana, 133207, Haryana, India
(5) Department of Chemistry, Multani Mal Modi College, Patiala, 147001, Punjab, India
(*) Corresponding Author
Received: 12 Mar 2013 | Revised: 13 Jun 2013 | Accepted: 14 Jun 2013 | Published: 31 Dec 2013 | Issue Date: December 2013
Abstract
Multi component, one pot synthesis of various dihydropyrano[2,3-c]pyrazole derivatives from the condensation of ethyl acetoacetate, hydrazine, aromatic aldehyde and malononitrile has been described using glycerol, as environmentally benign, economical, and easily available solvent. The targeted molecules are obtained in excellent yield without use of any additional catalyst.
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European Journal of Chemistry
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DOI: 10.5155/eurjchem.4.4.450-453.769
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Funding information
University Grants Commission (Sanction No. F.No.8-2 (52)/2011 (MRP/NCRB)), New Delhi, India
Citations
[1]. Mohammad Abdollahi-Alibeik, Ali Moaddeli, Kianoosh Masoomi
BF3 bonded nano Fe3O4 (BF3/MNPs): an efficient magnetically recyclable catalyst for the synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives
RSC Advances 5(91), 74932, 2015
DOI: 10.1039/C5RA11343A
[2]. Wenbo Li, Reyhangul Ruzi, Keyume Ablajan, Zulpiya Ghalipt
One-pot synthesis of highly functionalized pyrano[2,3-c]pyrazole-4,4′-diacetate and 6-oxo-pyrano[2,3-c]pyrazole derivatives catalyzed by urea
Tetrahedron 73(2), 164, 2017
DOI: 10.1016/j.tet.2016.11.067
[3]. Marzieh Cheraghipoor, Malek Taher Maghsoodlou, Mohammad Reza Faghihi
A Green, Novel and Efficient Protocol for the Preparation of Diverse 4H-Pyrans: The First Report on the Catalytic Activity of Water Extract of Elaeagnus angustifolia Leaves in Organic Reactions
Polycyclic Aromatic Compounds 40(5), 1524, 2020
DOI: 10.1080/10406638.2018.1557710
[4]. Reza Kordnezhadian, Mohsen Shekouhy, Ali Khalafi-Nezhad
Microwave-accelerated diastereoselective catalyst-free one-pot four-component synthesis of 2-(N-carbamoylacetamide)-substituted 2,3-dihydrothiophenes in glycerol
Molecular Diversity 24(3), 737, 2020
DOI: 10.1007/s11030-019-09985-w
[5]. Harvinder Singh Sohal, Arun Goyal, Rajshree Khare, Kishanpal Singh, Rajeev Sharma
Catalyst free, one-pot, facile synthesis of novel pyrazolo-1,4-dihydropyridine derivative form pyranopyrazoles
European Journal of Chemistry 5(2), 227, 2014
DOI: 10.5155/eurjchem.5.2.227-232.967
[6]. Junhua Li, Daming Du
Enantioselective Synthesis ofN-Phenyl-dihydropyrano[2,3-c]pyrazoles via Cascade Michael Addition/Thorpe-Ziegler Type Cyclization Catalyzed by a Chiral Squaramide
Chinese Journal of Chemistry 33(4), 418, 2015
DOI: 10.1002/cjoc.201400829
[7]. N Singh, K K Sandhu, H S Sohal, M Kaur
Environment friendly-one-pot synthesis of pyrano[2,3-c]pyrazoles in miceller aqueous solution under microwave irradiation
Materials Today: Proceedings , , 2022
DOI: 10.1016/j.matpr.2022.11.303
[8]. Daryoush Tahmassebi, John E. Blevins, Shori S. Gerardot
Zn(L-proline)2as an efficient and reusable catalyst for the multi-component synthesis of pyran-annulated heterocyclic compounds
Applied Organometallic Chemistry 33(4), e4807, 2019
DOI: 10.1002/aoc.4807
[9]. Puja Basak, Sourav Dey, Pranab Ghosh
Sulfonated Graphene‐Oxide as Metal‐Free Efficient Carbocatalyst for the Synthesis of 3‐Methyl‐4‐(hetero)arylmethylene isoxazole‐5(4 H )‐ones and Substituted Pyrazole
ChemistrySelect 5(2), 626, 2020
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DOI Link: https://doi.org/10.5155/eurjchem.4.4.450-453.769
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