Reaction of Phosphorylated Quinone Methides with Trivalent Phosphoryl Compounds

Abstract

Abstract By reaction of bisphosphoryl quinone methides 2 with diethyl phosphite or diphenylphosphine oxide, depending on sterical requirements, the trisphosphorylderivatives 4a and 4b or 5 and 6 respectively, are formed. The latter reaction represents a new phosphorylation of an aromatic nucleus. With triethylphosphite and 1a a stable ylide 8 was formed, while the betain 10, expected from 2a and triethylphosphite, immediately gave the trisphosphonate 4a by splitting off ethylene. Attempts to prepare the trisphosphonate 11 gave the phosphate-phosphonate 12, representing a new C-O-phosphoryl rearrangement.