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Construction of 2-naphtho[1,2-d][1,3]oxazoles via base-promoted reaction of 1-nitroso-2-naphthol with isothiocyanates Full article

Journal Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416
Output data Year: 2026, Volume: 190, Article number : 135038, Pages count : DOI: 10.1016/j.tet.2025.135038
Authors Berezhnoi B. 1 , Chernoburova E. 1 , Zavarzin I. 1 , Volkova Y. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russia

Abstract: Naphthoxazole is a polycyclic heteroaromatic scaffold commonly found in bioactive molecules and natural products. However, effective and straightforward approaches to 2-amino substituted naphthoxazole remain challenging. We report here base-promoted cyclization of 1-nitroso-2-naphthol with isothiocyanates as a novel strategy for construction of 2-amino-substituted naphtho[1,2-d][1,3]oxazoles. The described method features short reaction time, the ability to scale up to gram-scale, good functional group tolerance, and readily available starting materials.
Cite: Berezhnoi B. , Chernoburova E. , Zavarzin I. , Volkova Y.
Construction of 2-naphtho[1,2-d][1,3]oxazoles via base-promoted reaction of 1-nitroso-2-naphthol with isothiocyanates
Tetrahedron. 2026. V.190. 135038 . DOI: 10.1016/j.tet.2025.135038 WOS Scopus OpenAlex
Dates:
Submitted: Sep 24, 2025
Published online: Nov 17, 2025
Identifiers:
Web of science: WOS:001622201500001
Scopus: 2-s2.0-105021670228
OpenAlex: W4415760894
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