3335-12-4Relevant academic research and scientific papers
Identifying Amidyl Radicals for Intermolecular C-H Functionalizations
Tierney, Matthew M.,Crespi, Stefano,Ravelli, Davide,Alexanian, Erik J.
, p. 12983 - 12991 (2019/10/02)
Recent studies have demonstrated the capabilities of amidyl radicals to facilitate a range of intermolecular functionalizations of unactivated, aliphatic C-H bonds. Relatively little information is known regarding the important structural and electronic features of amidyl and related radicals that impart efficient reactivity. Herein, we evaluate a diverse range of nitrogen-centered radicals in unactivated, aliphatic C-H chlorinations. These studies establish the salient features of nitrogen-centered radicals critical to these reactions in order to expedite the future development of new site-selective, intermolecular C-H functionalizations.
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.
