Arenediazonium tetrafluoroborates in palladium-catalyzed C-P bond-forming reactions. Synthesis of arylphosphonates, -phosphine oxides, and -phosphines.
A novel palladium-catalyzed synthesis of arylphosphonates from arenediazonium tetrafluoroborates and triethylphosphite or diethylphosphite is presented. The reaction tolerates useful substituents including bromo, chloro, nitro, ether, cyano, keto, and ester groups, can be performed as a one-pot process from anilines omitting the isolation of arenediazonium salts, and can be extended to the preparation of arylphosphine oxides and arylphosphines.
Berrino
Roberta
R
Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza, Università di Roma, P.le A. Moro 5, 00185 Rome, Italy.
Cacchi
Sandro
S
Fabrizi
Giancarlo
G
Goggiamani
Antonella
A
Stabile
Paolo
P
D001881:Borates; D001888:Boric Acids / Q000737:chemistry*; D002384:Catalysis; D003979:Diazonium Compounds / Q000737:chemistry*; D010087:Oxides / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000138:chemical synthesis* / Q000737:chemistry
D001881:Borates; D001888:Boric Acids; D003979:Diazonium Compounds; D010087:Oxides; D010720:Phosphines; D010165:Palladium; C098759:fluoroboric acid