32636-65-0Relevant academic research and scientific papers
Palladium/Xiao-Phos-Catalyzed Kinetic Resolution of sec-Phosphine Oxides by P-Benzylation
Dai, Qiang,Liu, Lu,Zhang, Junliang
supporting information, p. 27247 - 27252 (2021/11/17)
P-stereogenic tert- and sec-phosphines have wide applications in asymmetric catalysis, materials, and pharmaceutical chemistry, however, their practical synthesis still constitutes a significant challenge. Herein, a successful kinetic resolution of rac-se
BuLi-triggered phospha-Brook rearrangement: Efficient synthesis of organophosphates from ketones and aldehydes
Pallikonda, Gangaram,Santosh, Ranga,Ghosal, Subhas,Chakravarty, Manab
, p. 3796 - 3798 (2015/06/08)
A variety of organophosphates are synthesized from n-BuLi-triggered, (additional) solvent-free reactions of diethyl phosphite with both activated/unactivated ketones and aldehydes preferably at room temperature via phospha-Brook rearrangement. We could successfully synthesize the naphthylic/allylic phosphates using this approach.
Synthesis of diarylmethanes through palladium-catalyzed coupling of benzylic phosphates with arylsilanes
Zhang, Pengbo,Xu, Jian,Gao, Yuzhen,Li, Xueqin,Tang, Guo,Zhao, Yufen
, p. 2928 - 2932 (2015/01/16)
An efficient approach to the benzylation of arenes has been developed. The reactions described provide straightforward access to diarylmethanes through Pd-catalyzed coupling of benzylic phosphates with arylsilanes in good to excellent yields. The reaction tolerates a wide range of functionalities such as halide, alkoxyl, and nitro groups.
Nucleophilic addition to carbonyl compounds, competition between hard (amine) and soft (phosphite) nucleophile
Gancarz, Roman
, p. 10627 - 10632 (2007/10/02)
In the Kabachnik Fields reaction mixture, two nucleophiles: dialkyl phosphite and the amine compete for the electrophilic carbonyl compound. Reaction mixture composition studies, kinetic studies as well as theoretical calculations, indicate that the softe
Direct Esterification of Phosphates with Various Halides and its Application to Synthesis of cAMP Alkyl Triesters
Furuta, Toshiaki,Torigai, Hiromi,Osawa, Tomoko,Iwamura, Michiko
, p. 3139 - 3142 (2007/10/02)
Esterification of phosphates with various halides, including acid chlorides, phosphoryl trichloride and chloride, was achieved in 57-99percent isolated yield using silver(I) oxide.The reaction was successfully applied to the preparation of phosphate triesters sensitive to acids and bases. cAMP benzyl esters were also prepared by this method.
UNEXPECTED PRODUCTS IN A KABACHNIK-FIELDS SYNTHESIS OF AMINOPHOSPHONATES
Gancarz, Roman
, p. 59 - 64 (2007/10/02)
In a Kabachnik-Fields synthesis of aminophosphonates derived from aromatic ketones the formation of hydroxyphosphonates, their rearrangement to corresponding phosphates and amine promoted decomposition of the last, leads to a number of unexpected products, which in some cases could be the only products of reaction.Key words: 1-Aminophosphonates; 1-hydroxyphosphonates; Kabachnik-Fields reaction; phosphonate-phosphate rearrangement.
