Silver(I) triflate-catalyzed post-Ugi synthesis of pyrazolodiazepines

Silver(I) triflate-catalyzed post-Ugi synthesis of pyrazolodiazepines

A silver(I) triflate-catalyzed post-Ugi assembly of novel pyrazolo[1,5-a][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 prop...

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Bibliographic Details
Main Authors: Muhammad Hasan, Anatoly A. Peshkov, Syed Anis Ali Shah, Andrey Belyaev, Chang-Keun Lim, Shunyi Wang, Vsevolod A. Peshkov
Format: Article
Language:English
Published: Beilstein-Institut 2025-05-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
heterocycles
post-mcr transformations
pyrazolodiazepines
silver catalysis
ugi reaction
Online Access:https://doi.org/10.3762/bjoc.21.74
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Summary:A silver(I) triflate-catalyzed post-Ugi assembly of novel pyrazolo[1,5-a][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-endo-dig fashion. The approach is scalable and tolerates a diverse range of substitution patterns.
ISSN:1860-5397

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