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The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans Kevin W. Anderson, Takashi Ikawa, Rachel E. Tundel,

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Presentation on theme: "The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans Kevin W. Anderson, Takashi Ikawa, Rachel E. Tundel,"— Presentation transcript:

1 The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans Kevin W. Anderson, Takashi Ikawa, Rachel E. Tundel, and Stephen L. Buchwald* Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139

2 Hydrolysis of Chlorbenzene
Alkali Fusion of Sodium Benzene Sulfonates

3 From Cumene Hydroperoid

4 Maleczka, R. E. ; Shi, F. ; Holmes, D. ; Smith, M. R. , III. J. Am
Maleczka, R. E.; Shi, F.; Holmes, D.; Smith, M. R., III. J. Am. Chem. Soc. 2003, 125, 7792.

5 Vorogushin, A. V. ; Huang, X. ;Buchwald, S. L. J. Am. Chem. Soc

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7 Torraca, K. E. ; Huang, X. ; Parrish, C. ; Buchwald, S. L. J. Am. Chem
Torraca, K. E.; Huang, X.; Parrish, C.; Buchwald, S. L. J. Am. Chem.Soc. 2001, 123,

8 Torraca, K. E. ; Huang, X. ; Parrish, C. ; Buchwald, S. L. J. Am. Chem
Torraca, K. E.; Huang, X.; Parrish, C.; Buchwald, S. L. J. Am. Chem.Soc. 2001, 123,

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10 Liao, Y.; Smith, J.; Fathi, R.; Yang, Z. Org. Lett. 2005, 7, 2707.

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13 Mechanism


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