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1,2-Diacylation of Alkynes Using Acyl Fluorides and Acylsilanes by P(III)/P(V) Catalysis

Hayato Fujimoto, Shisato Yamamura, Momoka Kusano, Mamoru Tobisu

2023Organic Letters22 citationsDOI

Abstract

We report herein the phosphine-catalyzed 1,2-diacylation of alkynes using acyl fluorides and acylsilanes as acyl sources. The key to the success of the reaction is a formal oxidative addition-ligand metathesis-reductive elimination cycle based on phosphine redox catalysis, which allows for the installation of two different acyl groups into an alkyne in a regioselective manner.

Topics & Concepts

ChemistryPhosphineRegioselectivityCatalysisAlkyneLigand (biochemistry)Catalytic cycleReductive eliminationMetathesisCarbeneMedicinal chemistryOrganic chemistryCombinatorial chemistryPolymerizationReceptorPolymerBiochemistryChemical Synthesis and AnalysisCatalytic C–H Functionalization MethodsChemical Synthesis and Reactions
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