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Tf<sub>2</sub>O/DMSO-Promoted P–O and P–S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates

Jian Shen, Qiwei Li, Xinyue Zhang, Xue Wang, Guizhi Li, Wenzuo Li, Shang‐Dong Yang, Bin Yang

2021Organic Letters69 citationsDOI

Abstract

O/DMSO-based system for the dehydrogenative coupling of a wide range of alcohols, phenols, thiols, and thiophenols with diverse phosphorus reagents has been developed. This metal- and strong-oxidant-free strategy provides a facile approach to a great variety of organophosphinates and thiophosphates. The simple reaction system, good functional-group tolerance, and broad substrate scope enable the application of this method to the modification of natural products and the direct synthesis of bioactive molecules and flame retardants.

Topics & Concepts

ChemistryReagentFunctional groupCombinatorial chemistryPhenolsSubstrate (aquarium)MoleculePhosphorusScope (computer science)Reaction conditionsOrganic chemistryCatalysisPolymerComputer scienceProgramming languageOceanographyGeologySulfur-Based Synthesis TechniquesOrganophosphorus compounds synthesisChemical Synthesis and Reactions
Tf<sub>2</sub>O/DMSO-Promoted P–O and P–S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates | Litcius