Efficient Coupling Reaction of Quinone Monoacetal with Phenols Leading to Phenol Biaryls |
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| Authors: | Dr. Tohru Kamitanaka Dr. Koji Morimoto Kohei Tsuboshima Daichi Koseki Hitoho Takamuro Dr. Toshifumi Dohi Prof. Dr. Yasuyuki Kita |
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| Affiliation: | 1. Research Organization of Science and Technology, Ritsumeikan University, Kusatsu, Shiga, Japan;2. College of Pharmaceutical Sciences, Ritsumeikan University, Kusatsu, Shiga, Japan |
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| Abstract: | A simple and efficient synthesis of phenol biaryls by the cross‐couplings of quinone monoacetals (QMAs) and phenols is reported. The Brønsted 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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| Keywords: | biaryls Brø nsted acid cross-coupling phenols reaction mechanisms |
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