Atherton–Todd reaction: mechanism, scope and applications

Stéphanie S. Le Corre, Mathieu Berchel, Hélène Couthon-Gourvès, Jean-Pierre Haelters and Paul-Alain Jaffrès
Beilstein J. Org. Chem. 2014, 10, 1166–1196. https://doi.org/10.3762/bjoc.10.117

Cite the Following Article

Atherton–Todd reaction: mechanism, scope and applications
Stéphanie S. Le Corre, Mathieu Berchel, Hélène Couthon-Gourvès, Jean-Pierre Haelters and Paul-Alain Jaffrès
Beilstein J. Org. Chem. 2014, 10, 1166–1196. https://doi.org/10.3762/bjoc.10.117

How to Cite

Le Corre, S. S.; Berchel, M.; Couthon-Gourvès, H.; Haelters, J.-P.; Jaffrès, P.-A. Beilstein J. Org. Chem. 2014, 10, 1166–1196. doi:10.3762/bjoc.10.117

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Thota, V. N.; Lowary, T. L. Synthesis of 6-deoxy-d-ido-heptopyranose-containing fragments of the Campylobacter jejuni strain CG8486 capsular polysaccharide. Carbohydrate research 2024, 536, 109058. doi:10.1016/j.carres.2024.109058
  • Mąkosza, M.; Fedoryński, M. Chlorine in an Organic Molecule, a Universal Promoter-Workhorse-Of Reactions. Molecules (Basel, Switzerland) 2023, 28, 7957. doi:10.3390/molecules28247957
  • Che, A.; Duong, J.; Ling, C.-C. Synthesis of β-cyclodextrin-based per-6-phosphoramidates. Tetrahedron 2023, 149, 133723. doi:10.1016/j.tet.2023.133723
  • Bortoluzzi, M.; Ghincolov, S.; Agostinis, L. Alternative Synthesis of Phosphonate Derivatives of 9,10-Dihydro-9-oxa-10-phosphaphenanthrene-10-oxide. In ECSOC 2023, MDPI, 2023. doi:10.3390/ecsoc-27-16176
  • Marra, G.; Bortoluzzi, M.; Agostinis, L. One-Pot Synthesis of Phosphoramidates from dibenzo[1,3,2]dioxaphosphepine-6-oxide. In ECSOC 2023, MDPI, 2023. doi:10.3390/ecsoc-27-16174
  • Bo Li, Y.-; Li, Y.; Yin, L. Copper(I)-catalyzed diastereodivergent construction of vicinal P-chiral and C-chiral centers facilitated by dual "soft-soft" interaction. Chinese Chemical Letters 2023, 109294. doi:10.1016/j.cclet.2023.109294
  • Bortoluzzi, M.; Agostinis, L.; Ghincolov, S.; Ferraro, V.; Marra, G.; Castro, J. Straightforward synthesis of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide derivatives containing P–N bonds. Chemical Papers 2023, 77, 7999–8006. doi:10.1007/s11696-023-03028-3
  • Kuandykova, A. B.; Dzhiembaev, B. Z.; Burilov, A. R.; Akylbekov, N. I.; Chugunova, E. A.; Dobrynin, A. B.; Abyzbekova, G. M. Synthesis of New Symmetrical Diamidophosphates Based on meta-Phenylenediamine under Microwave Irradiation. Russian Journal of General Chemistry 2023, 93, 1386–1390. doi:10.1134/s1070363223060099
  • Malouch, D.; Berchel, M.; Dreanno, C.; Stachowski-Haberkorn, S.; Chalopin, M.; Godfrin, Y.; Jaffrès, P.-A. Evaluation of lipophosphoramidates-based amphiphilic compounds on the formation of biofilms of marine bacteria. Biofouling 2023, 39, 591–605. doi:10.1080/08927014.2023.2241377
  • Zhang, Z.; Yan, Q.; Gao, R.; Wang, H. Advances in the study of P(O)-N bond construction. Phosphorus, Sulfur, and Silicon and the Related Elements 2023, 198, 789–799. doi:10.1080/10426507.2023.2221366
  • Backx, S.; Dejaegere, A.; Simoens, A.; Van de Poel, J.; Krasowska, D.; Stevens, C. V.; Mangelinckx, S. Triethylamine‐Mediated Transformation of Phosphonates into Phosphonamidates. European Journal of Organic Chemistry 2023, 26. doi:10.1002/ejoc.202300172
  • Soni, V.; Dahiya, J. B. Synthesis and characterization of a novel P/N containing flame retardant and its effect on flame-retardancy, thermal and mechanical properties of epoxy/clay nanocomposites. High Performance Polymers 2023, 35, 740–749. doi:10.1177/09540083231169166
  • Li, S.; Fang, L.; Dou, Q.; Wang, T.; Cheng, B. Recent advances in phosphorylation of hetero-nucleophilic reagents via P–H bond cleavage. Tetrahedron 2023, 136, 133344. doi:10.1016/j.tet.2023.133344
  • Goulart, H. A.; Araujo, D. R.; Iarocz, L. E. B.; Pizzi, B. R.; Barcellos, T.; Silva, M. S.; Perin, G. Synthesis of Phosphate Esters by Using Diphenyl Ditelluride as Organocatalyst. European Journal of Organic Chemistry 2023, 26. doi:10.1002/ejoc.202300021
  • Kropacheva, N. O.; Golyshkin, A. A.; Vorobyeva, M. A.; Meschaninova, M. I. Convenient Solid-Phase Attachment of Small-Molecule Ligands to Oligonucleotides via a Biodegradable Acid-Labile P-N-Bond. Molecules (Basel, Switzerland) 2023, 28, 1904. doi:10.3390/molecules28041904
  • Fang, S.; Liu, Z.; Wang, T. Recent Advances of the Atherton-Todd Reaction. Chinese Journal of Organic Chemistry 2023, 43, 1069. doi:10.6023/cjoc202210032
  • Shivanyuk, A.; Lagerna, O.; Dolgonos, G. A.; Rozhkov, V.; Shishkina, S.; Lukin, O.; Poyarkov, A.; Fetyukhin, V. Two‐ and Three‐Phase Self‐assembly of Molecular Capsules. ChemistrySelect 2022, 7. doi:10.1002/slct.202200666
  • Yu, K.-C.; Li, H.; Tu, Y.-H.; Zhao, H.; Hu, X.-G. Metallaphotoredox-Enabled Construction of the P(O)-N Bond from Aromatic Amines and P(O)-H Compounds. Organic letters 2022, 24, 9130–9134. doi:10.1021/acs.orglett.2c03860
  • Krylov, A. S.; Piterskaya, Y. L.; Gurzhiy, V. V.; Voronina, D. Y.; Dogadina, A. V. Synthesis of Phosphoramidates Based on Aminopyridines. Russian Journal of General Chemistry 2022, 92, 1912–1918. doi:10.1134/s1070363222100061
  • Liu, X.; Pei, J.; Gao, Z.; Gao, H. Synthesis of ortho-Phosphated (Hetero)Arylamines through Cascade Atherton-Todd Reaction/[3,3]-Rearrangement from Arylhydroxylamines and Dialkyl Phosphites. Organic letters 2022, 24, 7690–7695. doi:10.1021/acs.orglett.2c03269

Patents

  • KARPEISKY ALEXANDER; ZINNEN SHAWN; URLAM MURALI; VVEDENSKY VLADIMIR Y; GUZAEV ANDREI P. VITAMIN B6 DERIVATIVES OF NUCLEOTIDES, ACYCLONUCLEOTIDES AND ACYCLONUCLEOSIDE PHOSPHONATES. US 20140315851 A1, Oct 23, 2014.
Other Beilstein-Institut Open Science Activities