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Synthesis of Diaryl Ethers: A Long‐Standing Problem Has Been Solved
Author(s) -
Theil Fritz
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990816)38:16<2345::aid-anie2345>3.0.co;2-5
Subject(s) - phenols , chemistry , aryl , copper , base (topology) , medicinal chemistry , organic chemistry , stereochemistry , mathematics , alkyl , mathematical analysis
A breakthrough in the synthesis of diaryl ethers has been achieved as shown in Equation (1). The coupling of phenols with aryl boronic acids in the presence of copper( II ) acetate and a base proceeds under very mild conditions (room temperature) as described simultaneously by Evans et al. and Chan et al. Examples: R 1 =2‐Cl, 2‐I, 2‐OMe, 4‐ t Bu, 4‐CH 2 CH(NHCOO t Bu)CO 2 Me, 3,5‐ t Bu 2 ; R 2 =2‐Me, 3‐OMe, 3‐NO 2 , 4‐H, 4‐F, 4‐OMe.