4.8 Article

A Domino Process for Benzyne Preparation: Dual Activation of o-(Trimethylsilyl)phenols by Nonafluorobutanesulfonyl Fluoride

Journal

ORGANIC LETTERS
Volume 13, Issue 7, Pages 1730-1733

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200252c

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Funding

  1. KAKENHI [19890182]
  2. MEXT
  3. Grants-in-Aid for Scientific Research [23790017, 19890182] Funding Source: KAKEN

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Benzynes were generated from o-(trimethylsilyl)phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process, i.e., the nonaflation of the phenolic hydroxyl group of o-(trimethylsilyl)phenols by NfF followed by the attack of the produced fluoride ion on the trimethylsilyl group. The generated benzyne immediately underwent various reactions to give polysubstituted benzenes.

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