A new approach for the synthesis of two important annulated pyrazolo quinolinone and tetrahydroisoxazolo quinolinone derivatives from multicomponent reactions was achieved by using T3P®-DMSO-catalysed reactions of stable alcohols, cyclic 1,3-dicarbonyl compounds and amino derivatives of phenyl pyrazoles and isoxazole and has been reported for the first time. This reaction occurred a tandem oxidative-condensation reaction under microwave irradiation and notable characteristics of this protocol are MCR reactions, shorter reaction time, less waste creation, ease of workup, stable precursors, broad substrate scope and functional group tolerance.
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| http://dx.doi.org/10.1039/d3ra05235d | DOI Listing |
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A new approach for the synthesis of two important annulated pyrazolo quinolinone and tetrahydroisoxazolo quinolinone derivatives from multicomponent reactions was achieved by using T3P®-DMSO-catalysed reactions of stable alcohols, cyclic 1,3-dicarbonyl compounds and amino derivatives of phenyl pyrazoles and isoxazole and has been reported for the first time. This reaction occurred a tandem oxidative-condensation reaction under microwave irradiation and notable characteristics of this protocol are MCR reactions, shorter reaction time, less waste creation, ease of workup, stable precursors, broad substrate scope and functional group tolerance.
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Curr Org Synth
August 2023
Yildiz Technical University, Faculty of Science, Department of Chemistry, Organic Chemistry, 34220, Istanbul, Turkey.
Introduction: Pyrazolo-quinolinones (PQs) are a versatile class of Organic chemistry and it was found that they have very advanced functionally promising as selective compounds due to their scaffold and demonstrated low toxicity and considerable clinical promise. Moreover, these compounds have an important role in different applications such as analytical reagents, technical, pharmaceutical development, and biological markers. So, we aimed to synthesize and characterize new 4-(Het)aryl-substituted Pyrazole-quinolinones.
View Article and Find Full Text PDFDMSO as a Methine Source in TFA-Mediated One-Pot Tandem Regioselective Synthesis of 3-Substituted-1-Aryl-1-Pyrazolo-[3,4-]quinolines from Anilines and Pyrazolones.
J Org Chem
February 2021
Molecular Synthesis and Drug Discovery Laboratory, Center of Biomedical Research (CBMR), Sanjay Gandhi Post-Graduate Institute of Medical Sciences Campus, Raebareli Road, Lucknow 226014, Uttar Pradesh, India.
An acid-mediated and DMSO participant one-pot tandem synthesis of 3-substituted-1-aryl-1-pyrazolo-[3,4- ]quinoline from readily available anilines and pyrazolones was achieved. This method enables regioselective construction of the valuable heterocycles under transition-metal and oxidant-free conditions in which DMSO acts as a methine source as well as solvent making this process an environmentally benign approach. A broad range of diversely substituted aryl amines and pyrazolines are successfully employed in this reaction to access a series of pyrazolo[4,3-]quinolones through a novel cascade mechanism.
View Article and Find Full Text PDFPyridine-2-carboxylic acid as an effectual catalyst for rapid multi-component synthesis of pyrazolo[3,4-]quinolinones.
RSC Adv
September 2020
Department of Chemistry, Sardar Patel University University Campus, Vallabh Vidyanagar 388 120 Gujarat India
Green synthesis of pyrazolo[3,4-]quinolinones was designed using bioproduct pyridine-2-carboxylic acid (P2CA) as a green and efficient catalyst. The multi-component reaction of aldehydes, 1,3-cyclodiones and 5-amino-1-phenyl-pyrazoles regioselectively produced pyrazolo[3,4-]quinolinones in excellent yield (84-98%). Recyclization of the catalyst was also investigated.
View Article and Find Full Text PDFCFTR modulator therapy for cystic fibrosis caused by the rare c.3700A>G mutation.
J Cyst Fibros
May 2021
Department of Medicine, University of California San Francisco, CA 94143, USA; Department of Physiology, University of California San Francisco, CA 94143, USA.
Article Synopsis
- The c.3700A>G mutation in the CFTR gene is linked to cystic fibrosis, producing two variants: I1234V-CFTR with normal function and I1234del-CFTR with reduced activity.
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