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

2025

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DOI 10.3762/bjoc.21.74
Data confidence 70 medium
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Abstract

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.