Synthesis of 3-Nitro-Substituted Pyrano[3,2-c]chromen-5-ones and Thiopyrano[4,3-b]chromen-5-ones
A method was developed for the synthesis of 3-nitro-substituted pyrano[3,2-c]chromen-5-ones and thiopyrano[4,3-b]chromen-5-ones from β-nitroenamines and Mannich bases derived from 4-hydroxycoumarin or 4-hydroxythiocoumarin. The reaction represents a cascade process involving the generation of a 1-oxa-1,3-butadiene intermediate, a Diels–Alder reaction with the push-pull β-nitroenamine, and subsequent elimination of a secondary amine.
Authors
- V. A. Osyanin (ORCID: https://orcid.org/0000-0001-5482-3940)
- Павел Е. Красников (ORCID: https://orcid.org/0000-0003-1241-3454)
- Dmitry V. Osipov (ORCID: https://orcid.org/0000-0001-9217-0792)
- Anastasia S. Yushkova (ORCID: https://orcid.org/0009-0007-4962-6732)
Institutions
- Samara State Technical University (RU)
- Togliatti State University (RU)
- N.D. Zelinsky Institute of Organic Chemistry (RU)
Publication Details
- Journal
- Russian Journal of General Chemistry
- Published
- 2025-10-01
- DOI
- https://doi.org/10.1134/s1070363225605046
- Primary Topic
- Synthesis of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00