2 research outputs found
P‑Arylation: Arynes to Aryl-Phosphonates, -Phosphinates, and -Phosphine Oxides
Synthesis of organo-phosphorus compounds and their application in organic synthesis and life sciences has been a topic of contemporary interest. Michaelis–Arbuzov reaction is the most extensively utilized method for their preparation, which works well only with aliphatic halides. Hence, relatively harsh reaction conditions using transition-metal-catalyzed P-arylation (Arbuzov/Hirao reaction) are used for the preparation of aryl-phosphorus compounds. Presented herein is a competent process for the synthesis of aryl-phosphonates, -phosphinates, and -phosphine oxides by making an efficient use of arynes for C–P bond construction
Transition-Metal-Free C‑Arylation at Room Temperature by Arynes
A facile, fluoride-induced transition-metal-free chemoselective α-arylation of β-dicarbonyl compounds (malonamide esters) at room temperature using aryne intermediates has been demonstrated. Selective mono- or diarylation and generation of a quaternary benzylic stereocenter have also been achieved. The methodology will be highly useful for the synthesis of a library of CNS depressant barbiturate drugs like Phenobarbital