Synthesis of new 4,7-dihydropyrazolo[1,5-a]pyrimidines and 4,5,6,7,8,9-hexahydropyrazolo[5,1-b]quinazolines through the non-catalyzed Biginelli reaction

Maksim Kolosov; Valeriy Orlov; Victor Dotsenko

doi:10.3390/ecsoc-20-a042

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Synthesis of new 4,7-dihydropyrazolo[1,5-a]pyrimidines and 4,5,6,7,8,9-hexahydropyrazolo[5,1-b]quinazolines through the non-catalyzed Biginelli reaction

Maksim A. Kolosov

^{*

1},

Valeriy D. Orlov

¹,

Victor V. Dotsenko

^{*

2, 3, 4}

¹ V.N. Karazin Kharkov National University, 4 Svobody sq., 61022 Kharkov, Ukraine
² Kuban State University, 149 Stavropolskaya Str., Krasnodar 350040, Russian Federation
³ ChemEx Lab, Vladimir Dal’ Lugansk National University, Lugansk, 91034 Russia.
⁴ North-Caucasus Federal University, 1 Pushkina St., 355009 Stavropol, Russian Federation

Published: 01 November 2016 by MDPI in The 20th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-20-a042

Abstract:

The Biginelli-type reactions of 5-amino-3-arylpyrazole-4-carbonitriles with aldehydes and 1,3-dicarbonyl compounds were studied in details. New pyrazolopyrimidines and pyrazoloquinazolines were synthesized through the reaction of 5-amino-3-arylpyrazole-4-carbonitriles with aromatic aldehydes and active 1,3-dicarbonyls (acetyl acetone, acetoacetanilides or dimedone) in the boiling DMF. The reaction requires no catalysts.

Keywords: Biginelli reaction, uncatalyzed reactions, pyrazolo[1,5-a]pyrimidines, pyrazolo[5,1-b]quinazolines

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Maksim Kolosov

Valeriy Orlov

Victor Dotsenko