Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 50, Pages 15535-15538Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201608013
Keywords
biaryls; Bronsted acid; cross-coupling; phenols; reaction mechanisms
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Funding
- Japan Society for the Promotion of Science (JSPS)
- Ministry of Education, Culture, Sports, Science and Technology (MEXT)
- Grants-in-Aid for Scientific Research [16K08186, 16H07340] Funding Source: KAKEN
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A simple and efficient synthesis of phenol biaryls by the cross-couplings of quinone monoacetals (QMAs) and phenols is reported. The Bronsted acid catalytic system in 1,1,1,3,3,3-hexafluoro-2-propanol was found to be particularly efficient for this transformation. This reaction can be extended to the synthesis of various phenol biaryls, including sterically hindered biaryls, with yields ranging from 58 to 90% under mild reaction conditions and in a highly regiospecific manner.
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