52744-21-5Relevant articles and documents
Silver(I) Promoted the C4-H Bond Phosphonation of 1-Naphthylamine Derivatives with H-Phosphonates
Zhao, Lixiao,Sun, Mengmeng,Yang, Fan,Wu, Yangjie
, p. 11519 - 11530 (2021/09/02)
A simple and efficient protocol for silver-promoted direct C-H phosphonation of 1-naphthylamine derivatives with H-phosphonates was described. This reaction proceeded smoothly for 1-naphthylamine derivatives at the C4 site, providing a facile and efficient route to 4-phosphonated 1-naphthylamine derivatives. This phosphonation could tolerate a diverse type of functional groups at the pyridinyl and naphthyl moieties. Further functionalization of the phosphonated product was also explored at the C2 and C8 sites, such as fluoridation, methylation, methoxylation, and amination. In addition, DFT studies of the reaction intermediate showed that the most electrophilic reactive site is at the C4 site in the naphthyl ring.
Orthosilicate-mediated esterification of monosubstituted phosphinic acids
Dumond, Yves R.,Baker, Rhonda L.,Montchamp, Jean-Luc
, p. 3341 - 3344 (2007/10/03)
(matrix presented) Monosubstituted phosphinic acids are esterified with orthosilicates in excellent yields. Phosphinylidene-containing acids react selectively under these conditions, while disubstituted phosphinic acids and phosphonic acids remain unchanged. One-pot procedures are also described for the preparation of phosphinate esters from an alcohol. This novel method provides a convenient and general alternative to more commonly employed conditions such as diazomethane or carbodiimide.