Reinvestigation of the iodine-mediated phosphoramidation reaction of amines and P(OR)3 and its synthetic applicationsElectronic supplementary information (ESI) available: 1H, 13C and 31P NMR spectra of 3a-n, 8a-e and 9-10. See DOI: 10.1039/c8ob01840e

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 CH 2 Cl 2 at room temperature in open air. Using this method, various...

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Main Authors Chen, Xunwei, Xiao, Zecai, Chu, Hanyu, Wang, Bo, Peng, Ai-Yun
Format Journal Article
Published 19.09.2018
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Abstract 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 CH 2 Cl 2 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. A convenient and effective iodine-mediated phosphoramidation reaction of amines and P(OR) 3 has been provided.
AbstractList 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 CH 2 Cl 2 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. A convenient and effective iodine-mediated phosphoramidation reaction of amines and P(OR) 3 has been provided.
Author Xiao, Zecai
Wang, Bo
Peng, Ai-Yun
Chu, Hanyu
Chen, Xunwei
AuthorAffiliation Chinese Academy of Sciences
Shanghai Institute of Organic Chemistry
Sun Yat-sen University
Key Laboratory of Synthetic Chemistry of Natural Substances
School of Chemistry
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Title Reinvestigation of the iodine-mediated phosphoramidation reaction of amines and P(OR)3 and its synthetic applicationsElectronic supplementary information (ESI) available: 1H, 13C and 31P NMR spectra of 3a-n, 8a-e and 9-10. See DOI: 10.1039/c8ob01840e
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