Synthesis and Butyllithium-Induced Cyclisation of 2-Benzyloxyphenylphosphonamidates Giving 2,3-Dihydrobenzo[d][1,3]oxaphospholes

References (24)

1. 1 Schorigin, 1924, Über die Carbinol-Umlagerung von Benzyläthern [DOI]
2. 2 Wittig, 1942, Über die kationotrope Isomerisation gewisser Benzyläther bei Einwirkung von Phenyl-lithium [DOI]
3. 3 Wang, 2020, The [1,2]- and [1,4]-Wittig rearrangement [DOI]
4. 4 Aitken, 2017, Base-induced cyclisation of ortho-substituted 2-phenyloxazolines to give 3-aminobenzofurans and related heterocycles [DOI]
5. 5 Aitken, R.A., Harper, A.D., and Slawin, A.M.Z. (2021). Rationalisation of patterns of competing reactivity by X-ray structure determination: Reaction of isomeric (benzyloxythienyl)oxazolines with a base. Molecules, 26. [DOI]
6. 6 Aitken, 2022, Access to diarylmethanols by Wittig rearrangement of ortho-, meta- and para-benzyloxy-N-butylbenzamides [DOI]
7. 7 Aitken, R.A., Harper, A.D., and Inwood, R.A. (2022). Further studies on the [1,2]-Wittig rearrangement of 2-(2-benzyloxy)aryloxazolines. Molecules, 27. [DOI]
8. 8 Tomooka, 1999, Enantioselective [1,2]-Wittig rearrangement using an external chiral ligand [DOI]
9. 9 Aitken, 2023, Synthesis and Wittig rearrangement of 3- and 4-benzyloxyphenylphosphonamidates [DOI]
10. 10 Tang, 2010, Novel, tunable, and efficient chiral bisdihydrobenzoxaphosphole ligands for asymmetric hydrogenation [DOI]
11. 11 Li, 2017, Synthesis of P-chiral dihydrobenzoxaphosphole core for BI ligands in asymmetric transformations [DOI]
12. 12 Rast, 2014, Efficient asymmetric synthesis of 1-phenylphosphindane, derivatives, and 2- or 3-oxa analogues: Mission accomplished [DOI]
13. 13 Li, 2017, Metal-free cycloetherification by in situ generated P-stereogenic α-diazanium intermediates: A convergent synthesis of enantiomerically pure dihydrobenzoxaphospholes [DOI]
14. 14 Nutaitis, 2010, The first total synthesis of the natural product angoluvarin [DOI]
15. 15 Tavs, 1970, Reaktion von Arylhalogeniden mit Triarylphosphiten und Benzolphosphönigsäuredialkylestern zu aromatischen Phosphonsäureestern und Phosphinsäureestern unter Nickelsalzkatalyse [DOI]
16. 16 Duddeck, 1987, Synthesis and NMR spectroscopic investigation of phenylphosphoryl derivatives [DOI]
17. 17 Suarez, D., Laval, G., Tu, S.-M., Jiang, D., Robinson, C.L., Scott, R., and Golding, B.T. (2009). Benzylic brominations with N-bromosuccinimide in (trifluoromethyl)benzene. Synthesis, 1807–1810. [DOI]
18. 18 Firooznia, F., Lin, T.-A., So, S.-S., Wang, B., and Yun, H.Y. (2010). Preparation of Naphthylacetic Acids as Agonists or Partial Agonists at the CRTH2 Receptor. PCT International Application. (WO 2010055006 A1).
19. 19 (CrysAlisPro, 2023). CrysAlisPro, Rigaku Oxford Diffraction.
20. 20 Sheldrick, 2015, SHELXT—Integrated space-group and crystal structure determination [DOI]
21. 21 Sheldrick, 2015, Crystal structure refinement with SHELXL [DOI]
22. 22 Dolomanov, 2009, OLEX2: A complete structure solution, refinement and analysis program [DOI]
23. 23 Black, 2022, Five-membered rings with two nonadjacent heteroatoms with at least one phosphorus, arsenic or antimony
24. 24 Etter, 1990, Graph-Set Analysis of Hydrogen-Bond Patterns in Organic Crystals [DOI]

Cited by 1

Related research

• A Novel Catalytic Synthesis of Flavones under Autoclave Conditions and Comparative Study of Anti-cancer Activity — shares topic coverage
• Thermostability and in-vitro Antibacterial Activity of Aqueous Extracts of Tetrapleura tetraptera Pods on Multidrug Resistant Clinical Isolates — shares topic coverage
• Acute Toxicity, Phytochemistry and Anti-diarrheal Effects of Celtis integrifolia Lam. Aqueous Leaf Extract in Wistar Albino Rats — shares topic coverage
• Understanding the Reactivity of Trimethylsilyldiazoalkanes Participating in [3+2] Cycloaddition Reactions towards Diethylfumarate with a Molecular Electron Density Theory Perspective — shares topic coverage
• Understanding the Origin of the Regioselectivity in Non-Polar [3+2] Cycloaddition Reactions through the Molecular Electron Density Theory — shares topic coverage