5756-03-6Relevant academic research and scientific papers
Substitution of diarylphosphoryl azides with aliphatic amines catalyzed by simple rare-earth metal salts: Efficient and novel preparation of phosphoryl amides
Peng, Xin-Hua,Bai, Rui,Liu, Shanshan,Li, Zhuo,Jiao, Lin-Yu
, (2021/11/05)
A novel and high efficient protocol was disclosed herein for the rare-earth metal salt-catalyzed substitution of phosphoryl azides with amines. In this homogeneous catalysis system, different diarylphosphoryl azides and aliphatic and aromatic amines were
When phosphoryl azide meets mechanochemistry: Clean, rapid, and efficient synthesis of phosphoryl amides under B(C6F5)3catalysis in a ball mill
Jia, Nan,Jiao, Lin-Yu,Li, Zhuo,Peng, Xin-Hua,Wang, Ze-Lin
, p. 6659 - 6665 (2021/10/25)
We described herein the first example associated with B(C6F5)3-catalyzed preparation of phosphoryl amides under mechanochemical conditions. In this novel system, the combination of energetic reagents with an energetic mechanochemical process enabled the r
Zinc-catalyzed transformation of diarylphosphoryl azides to diarylphosphate esters and amides
Ying, Jun,Gao, Qian,Wu, Xiao-Feng
, p. 1540 - 1543 (2020/04/15)
We have developed a facile and efficient procedure for the synthesis of diarylphosphate esters and amides. Using Zn(acac)2 as the catalyst, the reaction of diarylphosphoryl azides with aliphatic alcohols and phenols through an unusual P?N bond cleavage provided a number of diarylphosphate esters in good yields (22 examples, up to 94%). Additionally, various diarylphosphate amides were obtained from the corresponding amines in excellent yields as well (8 examples, up to 96%).
Transition-metal-free amination phosphoryl azide for the synthesis of phosphoramidates
Li, Qing,Sun, Xiaohua,Yang, Xiaoqin,Wu, Minghu,Sun, Shaofa,Chen, Xiuling
, p. 16040 - 16043 (2019/06/10)
A facile and efficient approach to phosphoramidates was developed via amination of phosphoryl azides. A variety of phosphoramidates were obtained in one step with good to excellent yields under a mild reaction system. The process uses easily available ami
O -Phthalaldehyde catalyzed hydrolysis of organophosphinic amides and other P(O)-NH containing compounds
Li, Bin-Jie,Simard, Ryan D.,Beauchemin, André M.
supporting information, p. 8667 - 8670 (2017/08/10)
Over 50 years ago, Jencks and Gilchrist showed that formaldehyde catalyses the hydrolysis of phosphoramidate through electrophilic activation, induced by covalent attachment to its nitrogen atom. Given our interest in the use of aldehydes as catalysts, this work was revisited to identify a superior catalyst, o-phthalaldehyde, which facilitates hydrolyses of various organophosphorus compounds bearing P(O)-NH subunits under mild conditions. Interestingly, chemoselective hydrolysis of the P(O)-N bonds could be accomplished in the presence of P(O)-OR bonds.
Potential mechanism-based tyrosine kinase inhibitors. Part 1. Phosphorylation chemistry of pyridine N-oxides
Andrews, David M.,Page, Timothy C. M.,Peach, Josephine M.,Pratt, Andrew J.
, p. 1045 - 1048 (2007/10/02)
Phosphorylated derivatives of 4-picoline N-oxide have been observed on treatment with both phosphorylating and phosphitylating agents.These intermediates were trapped by external nucleophiles.Propane-1-thiol reacted preferentially at carbon to yield a propylsulfanylpyridine whereas propylamine reacted preferentially at phosphorus.This chemistry carries implications for the design of mechanism-based tyrosine kinase inhibitors.
