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Synthesis of pyrazolone fused benzodiazepines <i>via</i> Rh(<scp>iii</scp>)-catalyzed [4 + 3] annulation of 1-phenylpyrazolidinones with propargyl alcohols

Linghua Zhang, Yuanshuang Xu, Xiaopeng Zhang, Xiaopeng Zhang, Xinying Zhang, Xinying Zhang, Xuesen Fan

2020Organic Chemistry Frontiers63 citationsDOI

Abstract

An efficient synthesis of pyrazolone fused benzodiazepines through an unprecedented regioselective [4 + 3] annulation of 1-phenylpyrazolidinones with propargyl alcohols <italic>via</italic> Rh(<sc>iii</sc>)-catalyzed redox-neutral C–H/N–H/C–O bond activation is presented.

Topics & Concepts

AnnulationChemistryPropargylPyrazoloneRegioselectivityCatalysisMedicinal chemistryStereochemistryCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesCatalytic Alkyne Reactions
Synthesis of pyrazolone fused benzodiazepines <i>via</i> Rh(<scp>iii</scp>)-catalyzed [4 + 3] annulation of 1-phenylpyrazolidinones with propargyl alcohols | Litcius