22700-44-3Relevant academic research and scientific papers
Reinvestigation of the iodine-mediated phosphoramidation reaction of amines and P(OR)3 and its synthetic applications
Chen, Xunwei,Xiao, Zecai,Chu, Hanyu,Wang, Bo,Peng, Ai-Yun
, p. 6783 - 6790 (2018/09/29)
A systematic study on the iodine-mediated phosphoramidation reaction of amines and trialkyl phosphites was conducted, which not only disclosed the factors affecting the reaction but also revealed that it could proceed smoothly in CH2Cl2 at room temperature in open air. Using this method, various phosphoramidates with different aliphatic amines and aromatic amines were synthesized in good to excellent yields. Our present investigation shows that this underused method is actually a mild, practical and general way to synthesize phosphoramidates and will have wide applications.
Organophotocatalytic Synthesis of Phosphoramidates
Meazza, Marta,Kowalczuk, Agnieszka,Shirley, Luke,Yang, Jung Woon,Guo, Hao,Rios, Ramon
, p. 719 - 723 (2016/03/09)
We describe the use of visible light in conjunction with an organic dye for the synthesis of phosphoramidates. Cross dehydrogenative coupling reactions between phosphites and amines are reported using organic dyes and light as catalysts for the first time. It is not only a novel application of organic dyes but also fulfils the requirement of sustainability and green chemistry avoiding the use of chromatographic purification techniques. The product was simply isolated from the reaction mixture via an acid-base work-up procedure, rendering the pure product in good yields.
Fe3O4@MgO nanoparticles as an efficient recyclable catalyst for the synthesis of phosphoroamidates via the Atherton-Todd reaction Dedicated to Professor Tsutomu Yokomatsu from Tokyo University of Pharmacy and Life Sciences on the occasion of his 65th birthday
Kaboudin, Babak,Kazemi, Foad,Habibi, Fereshteh
supporting information, p. 6364 - 6367 (2015/11/16)
A simple and efficient method is presented for the synthesis of phosphoroamidates in moderate to good yield via the Atherton-Todd coupling of primary amines with H-dialkyl phosphites using Fe3O4@MgO nanoparticles as a recyclable catalyst.
Iodine catalyzed solvent-free cross-dehydrogenative coupling of arylamines and H-phosphonates for the synthesis of N-arylphosphoramidates under atmospheric conditions
Dar, Bashir Ahmad,Dangroo, Nisar A.,Gupta, Amit,Wali, Aarti,Khuroo, Mohammad Akbar,Vishwakarma, Ram A.,Singh, Baldev
, p. 1544 - 1548 (2014/03/21)
Aerobic oxidative coupling of various arylamines and H-phosphonates to the corresponding N-arylphosphoramidates has been achieved under solvent-free conditions using molecular iodine. This protocol works at room temperature furnishing the corresponding P-
Phosphoramidate synthesis via copper-catalysed aerobic oxidative coupling of amines and H-phosphonates
Fraser, Jamie,Wilson, Laura J.,Blundell, Rebecca K.,Hayes, Christopher J.
supporting information, p. 8919 - 8921 (2013/09/24)
The copper-catalysed oxidative coupling of amines and H-phosphonates to produce phosphoramidates has been achieved using CuI as the catalyst and O 2 (present in air) as the sole oxidant.
Practical and reliable synthesis of dialkyl N-arylphosphoramidates with nitroarenes as substrates
Haggam, Reda,Conrad, Jürgen,Beifuss, Uwe
scheme or table, p. 6627 - 6630 (2010/03/01)
A new single-step transformation of readily available nitroarenes with trialkyl phosphites, which can be performed both under thermal and microwave conditions, delivers dialkyl N-arylphosphoramidates in good yields and short reaction times.
Kinetics and mechanism of the anilinolysis of dimethyl and diethyl chloro(thiono)phosphates
Dey, Nilay Kumar,Hoque, Md. Ehtesham Ul,Kim, Chan Kyung,Lee, Bon-Su,Lee, Hai Whang
scheme or table, p. 544 - 548 (2009/04/04)
The deuterium kinetic isotope effects (KIEs) involving deuterated aniline nucleophiles (XC6H4ND2) are reported for the reactions of dimethyl chlorophosphate (1), dimethyl chlorothionophosphate (2), diethyl chlorophosphate
A New Approach to the Atherton-Todd Reaction
Lukanov, L. K.,Venkov, A. P.,Mollov, N. M.
, p. 971 - 973 (2007/10/02)
N-Arylphosphoramidates 4 are prepared by reacting formanilides 1 and chloroacetanilides 1' with diethyl phosphite under phase-transfer conditions.
