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3-amino-1h-pyrazol-5-4h--one
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A diastereo and chemo selective synthesis of 6-amino-4-aryl-3-oxo-2,3,3a,4-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile under environmentally benevolent conditions
, Article Journal of Molecular Structure ; Volume 1257 , 2022 ; 00222860 (ISSN) ; Eslami, M ; Aghamiri, B ; Sharif University of Technology
Elsevier B.V
2022
Abstract
We have developed an environmentally friendly benign and practical protocol for the highly diastereo and chemo selective synthesis of some novel derivatives of 6-amino-4-aryl-3-oxo-2,3,3a,4-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile via a one-pot three-component reaction between arylaldehydes, malononitrile and 3-amino-1H-pyrazol-5(4H)-one in the presence of acetic acid as a catalyst and aqueous green medium at the ambient temperature. In this synthetic protocol, we highlight the utility of enaminone functional groups of 3-amino-1H-pyrazol-5(4H)-one for the synthesis of N-cyclized pyrazolone fused 3,4-dihydropyridine skeletons. Some important features of this new synthetic green...