68036-31-7Relevant academic research and scientific papers
Microwave-Assisted Ruthenium- and Rhodium-Catalyzed Couplings of α-Amino Acid Ester-Derived Phosphinamides with Alkynes
Li, Xue-Hong,Gong, Jun-Fang,Song, Mao-Ping
supporting information, (2021/12/23)
Two different types of new phosphinamide α-amino ester derivatives have been prepared in moderate to high yields via ruthenium(II) and rhodium(III)-catalyzed ortho-C?H functionalization under microwave irradiation. Specifically, the ortho-alkenylated phosphinamides were produced through coupling of phosphinamides containing an α-substituted or α,α-disubstituted α-amino ester with internal alkynes under ruthenium catalysis. In contrast, Ru and the more effective Rh-catalyzed coupling of the α-unsubstituted glycine ester phosphinamide with alkynes resulted in formation of oxidative annulation products, phosphaisoquinolin-1-ones. The developed methods feature the use of easily accessible starting materials, short reaction time, exclusive E-stereoselectivity (for ortho-alkenylation) and good functional group tolerance. The alkenylation reaction was readily scaled up to gram scale. Furthermore, the obtained alkenylated phosphinamide could be transformed into P-containing dipeptides through hydrolysis of the ester group in the catalysis product and subsequent condensation with an α-amino ester.
A phosphoryl radical-initiated Atherton-Todd-type reaction under open air
Ou, Yingcong,Huang, Yuanting,He, Zhenlin,Yu, Guodian,Huo, Yanping,Li, Xianwei,Gao, Yang,Chen, Qian
supporting information, p. 1357 - 1360 (2020/02/11)
A phosphoryl radical-initiated Atherton-Todd-type reaction using air as the radical initiator and CHCl3 as the halogenating reagent for the phosphorylation of alcohols, phenols, and amines has been developed. This novel transformation provides a highly efficient route to important phosphinates, phosphinic amides, and phosphoramidates in up to 99% yield with a broad substrate scope under very mild conditions (48 examples).
The silver(I) coordination polymer [AgO2PPh2]n and unsupported A?Ag interactions derived from aminophosphinate and phosphinic acid
Moodley, Vashen,Mthethwa, Londiwe,Pillay, Michael N.,Omondi, Bernard,Van Zyl, Werner E.
, p. 87 - 95 (2015/08/03)
Abstract The ligand N-tert-butyl-1,1-diphenylphosphinamine, Ph2P-N(H)CMe3, was prepared from tert-butylamine and diphenylchlorophosphine. The phosphine portion of the ligand became partially oxidized in air to form Ph2P(O)
Regio- and diastereoselective preparation of tetrahydrobenzo[c]-1-aza-2lambda(5)-phospholes through dearomatization cyclization of lithiated N-benzyl-N-alkyl(diphenyl)phosphinamides. Synthesis of gamma-(N-alkylamino)phosphinic acids.
Fernandez, Ignacio,Ortiz, Fernando Lopez,Velazquez, Amador Menendez,Granda, Santiago Garcia
, p. 3852 - 3860 (2007/10/03)
A study of the protonation of the cycloadducts derived from the dearomatization reaction of lithiated N-alkyl-N-benzyldiphenylphosphinamides has been carried out. The regio- and stereoselectivity of the process has been analyzed in terms of the size of the N-alkyl substituent, the acidity and size of the protonating reagent, and the cosolvent used. The optimization of these variables allowed the preparation of tetrahydrobenzo[c]-1-aza-2lambda(5)-phospholes containing a 1,3-cyclohexadiene or 1,4-cyclohexadiene system with moderate to excellent regio- and stereocontrol. The heterocycles were readily hydrolyzed, affording gamma-(N-alkylamino)diphenylphosphinic acids with the functionalities linked to a cyclohexadiene substructure.
SOME NEW PHOSPHINIC AMIDES R2P(O)NHR'
Brueck, A.,Kuchen, W.,Peters, W.
, p. 129 - 134 (2007/10/03)
P,P-Diorganylphosphinic amides R2P(O)NHR' (R = tBu, iPr, Ph; R' = Et, Pr, Cy, iPr, tBu, Ph, etc.) have been prepared by reaction of R2PCl with the corresponding lithiated amine followed by oxidation with H2O2.Th
