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Blue LED-Mediated Syntheses of Arylazo Phosphine Oxides and Phosphonates via N–P Bond Formation

Bo-Ru Shen, Pratheepkumar Annamalai, Rekha Bai, Satpal Singh Badsara, Chin‐Fa Lee

2022Organic Letters14 citationsDOI

Abstract

)-(aryldiazenyl)phosphonates via visible light-mediated N-P bond formation between diazo species and phosphine oxides and phosphite derivatives, respectively, is described. The diazo species were generated via the reaction of aniline with isoamyl nitrite, which upon reaction with phosphorus surrogates generated arylazophosphine oxides and arylazo phosphonates in good to excellent yields. This sustainable chemical process offers a broad substrate scope and reasonably viable product formation.

Topics & Concepts

ChemistryPhosphineMedicinal chemistryStereochemistryCombinatorial chemistryOrganic chemistryCatalysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Blue LED-Mediated Syntheses of Arylazo Phosphine Oxides and Phosphonates via N–P Bond Formation | Litcius