A Facile Environment-Friendly Synthesis of 7-(Naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine Analogues via Aza-Michael Addition–Elimination–Cyclodehydration. X-Ray Crystallography and Structural Elucidation

The functionalization of 1-acetylnaphthalene (1) through the reaction with dimethylformamide dimethyl acetal resulted in the formation of 3-(dimethylamino)-1-(naphthalen-1-yl)prop-2-en-1-one (2) which reacted with substituted aminopyrazoles 3 in the presence of KHSO4 in aqueous media under ultrasonic irradiation, yielding novel substituted 7-(naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine derivatives 4a and 4b. The structures of these compounds were confirmed by analytical and spectral data, as well as by X-ray crys­tallo­graphic analysis of compound 4b.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2025-03-01
DOI
https://doi.org/10.1134/s1070428024604059
Primary Topic
Synthesis and biological activity
Type
article
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A Facile Environment-Friendly Synthesis of 7-(Naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine Analogues via Aza-Michael Addition–Elimination–Cyclodehydration. X-Ray Crystallography and Structural Elucidation

Jai Narain Vishwakarma, Labet Bankynmaw Marpna, Shunan Kaping, T. R. A. Sangma et al.
Russian Journal of Organic Chemistry
Synthesis and biological activity
article

A Facile Environment-Friendly Synthesis of 7-(Naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine Analogues via Aza-Michael Addition–Elimination–Cyclodehydration. X-Ray Crystallography and Structural Elucidation

Jai Narain Vishwakarma, Labet Bankynmaw Marpna, Shunan Kaping, T. R. A. Sangma, D. K. Lamin, T. S. Sangma, C. R. Marak
article en

Abstract

The functionalization of 1-acetylnaphthalene (1) through the reaction with dimethylformamide dimethyl acetal resulted in the formation of 3-(dimethylamino)-1-(naphthalen-1-yl)prop-2-en-1-one (2) which reacted with substituted aminopyrazoles 3 in the presence of KHSO4 in aqueous media under ultrasonic irradiation, yielding novel substituted 7-(naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine derivatives 4a and 4b. The structures of these compounds were confirmed by analytical and spectral data, as well as by X-ray crys­tallo­graphic analysis of compound 4b.

Russian Journal of Organic ChemistryVol. 61(3)
Assam Don Bosco University (IN)
Life in Land
Openalex Percentile: Top 93%
Synthesis and biological activity
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