4.7 Article

Transition-Metal-Free O-Arylation of Alcohols and Phenols withS-Arylphenothiaziniums

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 11, Pages 7565-7573

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00771

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Funding

  1. Society of Iodine Science
  2. Takahashi Industrial and Economic Research Foundation
  3. Research Center for Computational Science, Okazaki, Japan [21-IMS-C157]

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Here, we report a transition-metal-free O-arylation reaction of alcohols and phenols using S-arylphenothiaziniums, which can be easily synthesized from boronic acids. Aryl substituents derived from arylboronic acids were selectively introduced into the hydroxy groups in alcohols and phenols, resulting in the synthesis of various aryl ethers. The selectivity of this reaction is supported by theoretical calculations.
Herein, we report the transition-metal-free O-arylation of alcoholsand phenols withS-arylphenothiaziniums, which can be easily synthesized fromboronic acids. Aryl substituents derived from arylboronic acids were selectivelyintroduced into the hydroxy groups in alcohols and phenols, and a variety of arylethers were synthesized. This selectivity is supported by theoretical calculations

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