全部 标题 作者
关键词 摘要

OALib Journal期刊
ISSN: 2333-9721
费用:99美元

查看量下载量

相关文章

更多...

PdCl2(Ph3P)2, an Effective Catalyst for Cross-Coupling of Acyl Halides and ArBF3K

DOI: 10.4236/ijoc.2025.151001, PP. 1-6

Keywords: Acyl Chloride, Organotrifluoroborates, Cross-Coupling, Microwave

Full-Text   Cite this paper   Add to My Lib

Abstract:

The direct aroylation reactions from aryltrifluoroborates and aroyl chlorides, crotyl- and allyltrifluoroborate and aroyl halides have recently been reported. The scope of the same kind of cross-coupling reactions with acyl halides (sp3-α-Carbon) and potassium organotrifluoroborates is limited. In this project, we have seen the active catalyst effect of PdCl2(Ph3P)2 for direct acylation reaction of organotrifluoroborates in good to high yields.

References

[1]  Darses, S. and Genet, J.P. (2022) Potassium Organotrifluoroborates: New Perspectives in Organic Synthesis. Chemical Reviews Journal, 108, 288-325.
https://pubs.acs.org/doi/10.1021/cr0509758

[2]  Frohn, H.J., Franke, H., Fritzen, P. and Bardin, V.V. (2000) (Fluoroorgano)fluoroboranes and-Fluoroborates I: Synthesis and Spectroscopic Characterization of Potassium Fluoroaryltrifluoroborates and Fluoroaryldifluoroboranes. Journal of Organometallic Chemistry, 598, 127-135.
https://doi.org/10.1016/s0022-328x(99)00690-7

[3]  Sylvain, S. (2014). Potassium Organotrifluoroborates: New Perspectives in Organic Synthesis.
https://www.academia.edu/3162825/Potassium_organotrifluoroborates_new_perspectives_in_organic_synthesis

[4]  Labadie, J.W. and Stille, J.K. (1983) Mechanisms of the Palladium-Catalyzed Couplings of Acid Chlorides with Organotin Reagents. Journal of the American Chemical Society, 105, 6129-6137.
https://doi.org/10.1021/ja00357a026

[5]  Milstein, D. and Stille, J.K. (1978) A General, Selective, and Facile Method for Ketone Synthesis from Acid Chlorides and Organotin Compounds Catalyzed by Palladium. Journal of the American Chemical Society, 100, 3636-3638.
https://doi.org/10.1021/ja00479a077

[6]  Al-Masum, M. and Liu, K. (2011) A New Organic Transformation by Introducing Crotyl/Allyltrifluoroborates in Cross-Coupling Reaction with Aroyl Chlorides. Tetrahedron Letters, 52, 5090-5093.
https://doi.org/10.1016/j.tetlet.2011.07.107

[7]  Al-Masum, M., Ng, E. and Wai, M.C. (2011) Palladium-catalyzed Direct Cross-Coupling of Potassium Styryltrifluoroborates and Benzoyl Chlorides—A One Step Method for Chalcone Synthesis. Tetrahedron Letters, 52, 1008-1010.
https://doi.org/10.1016/j.tetlet.2010.12.085

[8]  Al-Masum, M., Islam, T. and Clopton, G. (2019) Efficient Cross-Coupling Reaction of Aryltrifluoroborates and Aroyl Chlorides for the Synthesis of Fluorine Substituted Aromatic Ketones. International Journal of Organic Chemistry, 9, 67-72.
https://doi.org/10.4236/ijoc.2019.91006

[9]  Mann, G., Shelby, Q., Roy, A.H. and Hartwig, J.F. (2003) Electronic and Steric Effects on the Reductive Elimination of Diaryl Ethers from Palladium(II). Organometallics, 22, 2775-2789.
https://doi.org/10.1021/om030230x

[10]  Alsafwani, M. (2022) A Novel Process of Pd-Catalyzed Cross-Coupling of Acyl Halides and Aryltrifluoroborates. Ph.D. Thesis, Tennessee State University.

Full-Text

Contact Us

service@oalib.com

QQ:3279437679

WhatsApp +8615387084133