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Ruthenium-Catalyzed Divergent Acceptorless Dehydrogenative Coupling of 1,3-Diols with Arylhydrazines: Synthesis of Pyrazoles and 2-Pyrazolines

Y.-Q. Zheng, Yang Long, Huihua Gong, Jiaqi Xu, Chunchun Zhang, Haiyan Fu, Xueli Zheng, Hua Chen, Ruixiang Li

2022Organic Letters35 citationsDOI

Abstract

Herein, the divergent transformations of 1,3-diols with arylhydrazines via acceptorless dehydrogenative coupling reactions to selectively synthesize pyrazoles and 2-pyrazolines were reported, which were based on Ru3(CO)12/NHC-phosphine-phosphine catalytic systems. The reactions featured low catalyst loading, high selectivity, wide substrate scope, and good yields, with only water and hydrogen gas (H2) as the byproducts.

Topics & Concepts

ChemistryPhosphineCatalysisRutheniumSubstrate (aquarium)Combinatorial chemistrySelectivityHydrogenScope (computer science)Coupling (piping)Organic chemistryComputer scienceMechanical engineeringGeologyOceanographyEngineeringProgramming languageAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsCarbon dioxide utilization in catalysis