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Journals / Turkish Journal of Chemistry / 2018 / Cilt: 42 - Sayı: 3

Synthesis of some ketones via nano-nickel oxide catalyzed acylation of arylzinc reagents; strategy involving the use of mixed (methyl)(aryl)zincs

Melike KALKAN
Özgen ÖMÜR PEKEL
Ender ERDİK
Pages
759–767
Publication Date
2022-11-05
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

This procedure alsoprovides a supplement to Cu and Pd catalyzed acylation of diorganozincs.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Nano-NiO catalyzed acylation of mixed (methyl)(aryl)zincs with aromatic acyl halides in THF at roomtemperature provides a new facile route for aryl–aroyl coupling.
📊
Key Findings & Data:Among NiCl 2 .L2 and NiCl 2 .L (L = monodentateand bidentate phosphine ligand) catalysts, the lower catalyst loading of NiCl 2 (dppf) may seem attractive; however,nano-NiO, being the lowest cost catalyst, is more favorable for aroylation of (methyl)(aryl)zincs.
💡
Conclusion & Impact:This procedure alsoprovides a supplement to Cu and Pd catalyzed acylation of diorganozincs.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

Nano-NiO catalyzed acylation of mixed (methyl)(aryl)zincs with aromatic acyl halides in THF at roomtemperature provides a new facile route for aryl–aroyl coupling. Among NiCl 2 .L2 and NiCl 2 .L (L = monodentateand bidentate phosphine ligand) catalysts, the lower catalyst loading of NiCl 2 (dppf) may seem attractive; however,nano-NiO, being the lowest cost catalyst, is more favorable for aroylation of (methyl)(aryl)zincs. This procedure alsoprovides a supplement to Cu and Pd catalyzed acylation of diorganozincs.

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Cite This Article

KALKAN, M., PEKEL, Ö. Ö., ERDİK, E. (2022). Synthesis of some ketones via nano-nickel oxide catalyzed acylation of arylzinc reagents; strategy involving the use of mixed (methyl)(aryl)zincs. Turkish Journal of Chemistry, Cilt: 42 - Sayı: 3, 759–767. https://ajindex.com/articles/601758

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References (26)

  1. Dieter, R. K. Tetrahedron 1999, 55, 4177-4236
  2. Singh, J.; Satyamurthi, N.; Aidhen, I. J. Prakt. Chem. 2000, 14, 342-340
  3. Knochel, P.; Molander, G. A. (Eds.). Comprehensive Organic Synthesis Vol. 3 (2nd Edn.); Elsevier: Amsterdam, Netherlands, 2014
  4. Larock, R. C. (Ed.). Comprehensive Organic Transformation (2nd Edn.); Wiley-VCH: New York, NY, USA, 2010
  5. Stephanopoulos, N.; Francis, M. B.; Nat. Chem. Biol. 2011, 7, 876-884
  6. Kalia, J.; Raines, R. T. Curr. Org. Chem. 2010, 14, 138-147
  7. Sletten, E. M.; Bertozzi, C. R. Angew. Chem. Int. Ed. 2009, 48, 6974-6998
  8. Wakefield, B. J. Organomagnesium Methods in Organic Synthesis; Academic Press: London, UK, 1995
  9. Silvermann, G. S.; Rakita, P. E. (Eds.). Handbook of Grignard Reagents; Marcel Dekker: New York, NY, USA, 1996
  10. Maeda, H.; Okamoto, J.; Ohmori, H. Tetrahedron Lett. 1996, 37, 5381-5384
  11. Malanga, C.; Aronica, L. A.; Lardicci, L. Tetrahedron Lett. 1995, 36, 9185-9188
  12. Dell’Anna, M. M.; Mastrorilli, P.; Nobile, C. F.; Marchese, G.; Taurino, M. R. J. Mol. Cat. A: Chemical 2000, 161, 239-243
  13. Scheiper, B.; Bonnekessel, M.; Krause, H.; F¨urstner, A. J. Org. Chem. 2004, 69, 3943-3949 and references cited therein
  14. Gowda, M. S.; Pande, S. S.; Ramakrishna, R. A.; Prabhu, K. R. Org. Biomol. Chem. 2011, 9, 5365-5368
  15. Wang, X.-J.; Zhang, L.; Sun, X.; Xu, Y.; Krishnamurthy, D.; Senanayake, C. H. Org. Lett. 2005, 7, 5593-5595
  16. Taylor, R. J. K. (Ed.). Organocopper Reagents. A Practical Approach; Oxford University Press: Oxford, UK, 1994
  17. Krause, N. (Ed.). Modern Organocopper Chemistry; Wiley-VCH: Weinheim, Germany, 2001
  18. Rappoport, Z.; Marek, I. (Eds.). Patai’s The Chemistry of Organocopper Compounds; Wiley: Chichester, UK, 2009
  19. Rappoport, Z.; Marek, I. (Eds.). Patai’s The Chemistry of Organozinc Compounds; Wiley-VCH: Chichester, UK, 2007
  20. Knochel, P. Organozinc Reagents. A Practical Approach, P. Jones, Eds., Oxford University Press: Oxford, UK, 1999
  21. Erdik, E. Organozinc Reagents in Organic Synthesis; CRC Press: New York, NY, USA, 1996
  22. Wakefield, B. J. Organolithium Methods in Organic Synthesis; Academic Press: London, UK, 1990
  23. GooBen, L. J.; Ghosh, K. Angew. Chem. Int. Edn. Engl. 2001, 40, 3458-3460
  24. Bumagin, N. A.; Korolev, D. N. Tetrahedron Lett. 1999, 40, 3057-3060
  25. Haddach, M.; McCarthy, J. R. Tetrahedron Lett. 1999, 40, 3109-3112
  26. Arisawa, M.; Torisawa, Y.; Kawahara, M.; Yamanaka, M.; Nishida, A.; Nakagawa, M. J. Org. Che