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From Anilines to Aryl Ethers: A Facile, Efficient, and Versatile Synthetic Method Employing Mild Conditions
Author(s) -
Wang DongYu,
Yang ZeKun,
Wang Chao,
Zhang Ao,
Uchiyama Masanobu
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201712618
Subject(s) - aryl , substrate (aquarium) , combinatorial chemistry , phenols , materials science , base (topology) , chemistry , nanotechnology , organic chemistry , mathematics , alkyl , mathematical analysis , oceanography , geology
We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe 3 + ), which are readily prepared from anilines (ArNR′ 2 , R′=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as KO t Bu or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR′ 2 . It is scalable and compatible with a wide range of functional groups.