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Metal-free direct C–H phosphonation of N-heterocycles with diphenylphosphine oxides under mild conditions.
- Source :
- Green Chemistry; 7/21/2023, Vol. 25 Issue 14, p5721-5726, 6p
- Publication Year :
- 2023
-
Abstract
- Herein, metal-free phosphonation of N-heterocycles with diphenylphosphine oxides, promoted by easily available 1,5-diazabicyclo[5,4,0]undec-5-ene (DBU) in dimethyl carbonate (DMC) as a green solvent under an air atmosphere, is presented. This simple method can accommodate 1,2,4-triazine-3,5(2H,4H)-diones, quinoxalin-2(1H)-ones, quinoxalines and pyrazinones with diverse substituted diphenylphosphine oxides, delivering distinctive monophosphonated N-heterocycles with a broad functional group tolerance, and the transformations are also viable for post-modification of bioactive and pharmaceutical molecules. In addition to the sustainable feature of being metal- and photocatalyst-free and utilization of ambient air as an oxidant, this method efficiently achieves the gram-scale transformation, and the product was isolated through extraction and filtration, rather than column chromatography. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 25
- Issue :
- 14
- Database :
- Complementary Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 164957873
- Full Text :
- https://doi.org/10.1039/d3gc01251d