Silver(I) triflate-catalyzed post-Ugi synthesis of pyrazolodiazepines
A silver(I) triflate-catalyzed post-Ugi assembly of novel pyrazolo[1,5-<i>a</i>][1,4]diazepine scaffolds is reported offering high yields (up to 98%) under mild conditions. The synthetic sequence involves the Ugi four-component reaction (U4CR) of pyrazole-3-carbaldehydes, primary amines, 3-substituted propiolic acids, and isocyanides, followed by a silver(I) triflate-catalyzed intramolecular heteroannulation of the resulting pyrazole-tethered propargylamides occurring in a 7-<i>endo</i>-<i>dig</i> fashion. The approach is scalable and tolerates a diverse range of substitution patterns.
Authors
- Muhammad Hasan (ORCID: https://orcid.org/0009-0000-9674-727X)
- Shun‐Yi Wang
- Andrey Belyaev (ORCID: https://orcid.org/0000-0003-4518-4109)
- Syed Anis Ali Shah
- Vsevolod A. Peshkov (ORCID: https://orcid.org/0000-0001-6649-2384)
- Chang‐Keun Lim (ORCID: https://orcid.org/0000-0003-1306-5770)
- Anatoly A. Peshkov (ORCID: https://orcid.org/0000-0002-9454-9138)
Institutions
- University of Eastern Finland (FI)
- Soochow University (CN)
- Nazarbayev University (KZ)
Publication Details
- Journal
- Beilstein Journal of Organic Chemistry
- Published
- 2025-05-08
- DOI
- https://doi.org/10.3762/bjoc.21.74
- Citations
- 1
- Primary Topic
- Multicomponent Synthesis of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- China Scholarship Council
- Soochow University
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Nazarbayev University