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Articles

Microwave assisted P–C coupling reactions without directly added P-ligands

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Pages 604-607 | Received 02 Nov 2021, Accepted 22 Nov 2021, Published online: 14 Dec 2021

References

  • Hirao, T.; Masunaga, T.; Ohshiro, Y.; Agawa, T. Stereoselective Synthesis of Vinylphosphonate. Tetrahedron Lett. 1980, 21, 3595–3598. DOI: 10.1016/0040-4039(80)80245-0.
  • Hirao, T.; Masunaga, T.; Yamada, N.; Ohshiro, Y.; Agawa, T. Palladium-Catalyzed New Carbon-Phosphorus Bond Formation. BCSJ. 1982, 55, 909–913. DOI: 10.1246/bcsj.55.909.
  • Jablonkai, E.; Keglevich, G. Advances and New Variations of the Hirao Reaction. Org. Prep. Proced. Int. 2014, 46, 281–316. DOI: 10.1080/00304948.2014.922376.
  • Jablonkai, E.; Keglevich, G.P–C Bond Formation by Coupling Reaction Utilizing > P(O)H Species as the Reagents. Curr. Org. Synth. 2014, 11, 429–453. DOI: 10.2174/15701794113109990066.
  • Henyecz, R.; Keglevich, G. New Developments on the Hirao Reactions, Especially from "Green" Point of View. Curr. Org. Synth. 2019, 16, 523–545. DOI: 10.2174/1570179416666190415110834.
  • Jablonkai, E.; Keglevich, G. P-Ligand-Free, Microwave-Assisted Variation of the Hirao Reaction under Solvent-Free Conditions; the P–C Coupling Reaction of > P(O)H Species and Bromoarenes. Tetrahedron Lett. 2013, 54, 4185–4188. DOI: 10.1016/j.tetlet.2013.05.111.
  • Keglevich, G.; Jablonkai, E.; Balázs, L. B. A “Green” Variation of the Hirao Reaction: The P–C Coupling of Diethyl Phosphite, Alkyl Phenyl-H-Phosphinates and Secondary Phosphine Oxides with Bromoarenes Using P-Ligand-Free Pd(OAc)2 Catalyst under Microwave and Solvent-Free Conditions. RSC Adv. 2014, 4, 22808–22816. DOI: 10.1039/C4RA03292F.
  • Keglevich, G.; Henyecz, R.; Mucsi, Z.; Kiss, N. Z. The Palladium Acetate-Catalyzed Microwave-Assisted Hirao Reaction without an Added Phosphorus Ligand as a "Green" Protocol: A Quantum Chemical Study on the Mechanism. Adv. Synth. Catal. 2017, 359, 4322–4331. DOI: 10.1002/adsc.201700895.
  • Henyecz, R.; Mucsi, Z.; Keglevich, G. Palladium-Catalyzed Microwave-Assisted Hirao Reaction Utilizing the Excess of the Diarylphosphine Oxide Reagent as the P-Ligand; a Study on the Activity and Formation of the “PdP2” Catalyst. Pure Appl. Chem. 2019, 91, 121–134. DOI: 10.1515/pac-2018-1004.
  • Henyecz, R.; Huszár, B.; Grenitzer, V.; Keglevich, G. A Study on the Reactivity of Monosubstituted Benzenes in the MW-Assisted Pd(OAc)2-Catalyzed Hirao Reaction with Ph2P(O) and (EtO)2P(O)H Reagents. Curr. Org. Chem. 2020, 24, 1048–1054. DOI: 10.2174/1385272824999200403170827.
  • Keglevich, G.; Henyecz, R.; Mucsi, Z. Focusing on the Catalysts of the Pd- and Ni-Catalyzed Hirao Reactions. Molecules 2020, 25, 3897. DOI: 10.3390/molecules25173897.
  • Jablonkai, E.; Balázs, L. B.; Keglevich, G. A P-Ligand-Free Nickel-Catalyzed Variation of the Hirao Reaction under Microwave Conditions. Curr. Org. Chem. 2015, 19, 197–202. DOI: 10.2174/1385272819666150114235413.
  • Henyecz, R.; Mucsi, Z.; Keglevich, G. A Surprising Mechanism Lacking the Ni(0) State during the Ni(II)-Catalyzed P–C Cross-Coupling Reaction Performed in the Absence of a Reducing Agent – An Experimental and a Theoretical Study. Pure Appl. Chem. 2020, 92, 493–503. DOI: 10.1515/pac-2019-1004.
  • Keglevich, G.; Henyecz, R.; Mucsi, Z. Experimental and Theoretical Study on the ““2,2'-Bipiridyl-Ni-Catalyzed” Hirao Reaction of > P(O)H Reagents and Halobenzenes: A Ni(0) → Ni(II) or a Ni(II) → Ni(IV) Mechanism?” J. Org. Chem. 2020, 85, 14486–14495. DOI: 10.1021/acs.joc.0c00804.
  • Huszár, B.; Henyecz, R.; Mucsi, Z.; Keglevich, G. MW-Promoted Cu(I)-Catalyzed P–C Coupling Reactions without the Addition of Conventional Ligands; an Experimental and a Theoretical Study. Catalysts 2021, 11, 933–948. DOI: 10.3390/catal11080933.

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