2020
DOI: 10.1039/d0ra02172e
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Synthesis of cobalt tetra-2,3-pyridiniumporphyrazinato with sulfonic acid tags as an efficient catalyst and its application for the synthesis of bicyclic ortho-aminocarbonitriles, cyclohexa-1,3-dienamines and 2-amino-3-cyanopyridines

Abstract: ortho-Aminocarbonitriles, cyclohexa-1,3-dienamines and 2-amino-3-cyanopyridines were synthesized by [Co(TPPASO3H)]Cl as an efficient pyridiniumporphyrazinato based catalyst.

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Cited by 28 publications
(16 citation statements)
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“…The achieved data from the optimization of described reaction under argon and nitrogen atmospheres verified our suggestion for oxidation and aromatization of intermediate VI . On the other hand, 1,4-dihydropyridine ( VI ) is converted to its corresponding pyridinium intermediate ( VII ), via a cooperative vinylogous anomeric based oxidation and releasing a hydrogen molecule (–H 2 ) 47 – 55 . Finally, the desired pyridine fused with pyrazole and pyrimidine moiety ( B ) is obtained via removing a proton from the pyridinium intermediate ( VII ).…”
Section: Resultsmentioning
confidence: 99%
“…The achieved data from the optimization of described reaction under argon and nitrogen atmospheres verified our suggestion for oxidation and aromatization of intermediate VI . On the other hand, 1,4-dihydropyridine ( VI ) is converted to its corresponding pyridinium intermediate ( VII ), via a cooperative vinylogous anomeric based oxidation and releasing a hydrogen molecule (–H 2 ) 47 – 55 . Finally, the desired pyridine fused with pyrazole and pyrimidine moiety ( B ) is obtained via removing a proton from the pyridinium intermediate ( VII ).…”
Section: Resultsmentioning
confidence: 99%
“…This paper attempts to describe the role of vinylogous AE in the course of synthesis of target molecules for the first time [45]. Recently, we have introduced and developed the new term "anomeric based oxidation" (ABO) as a recent mechanistic viewpoint in the course of special reactions [46][47][48][49][50][51][52]. Cooperative geminal and vinylogous ABO has been well reviewed (Schemes 1 and 2) [53].…”
Section: Introductionmentioning
confidence: 99%
“…We have recently reported that tetrapyridinoporphyrazines, an important class of phthalocya-nine, act as an effective base for the synthesis of several catalysts. [13][14][15][16][17][18][19] Considering the advantages reported for solid acid catalysts in many multicomponent reactions, recent studies have been focused on the preparation and characterization of newer and stronger solid acids. Substituted pyrazoles and pyranopyrazoles are attractive heterocyclic compounds due to their potential applications in biological, pharmaceutical fields, photoactive materials and natural products.…”
Section: Introductionmentioning
confidence: 99%