Ru-catalyzed activation of free phenols in a one-step Suzuki-Miyaura cross-coupling under mechanochemical conditions
Satenik Mkrtchyan1,2, Michał Jakubczyk3,4, Sehrish Sarfaraz5
1Department of Chemistry, Faculty of Natural Sciences, Matej Bel University Tajovského 40 97401 Banska Bystrica Slovakia iva108@gmail.com Iaroshenko.V@gust.edu.kw viktor.iaroshenko@umb.sk.
Abstract:
Activation of phenols by a Ru-catalyst allows for the resulting η5-phenoxo complex to selectively react with a variety of nucleophiles under mechanochemical conditions. Conversion of phenolic hydroxy groups without derivatization is important for late-stage modifications of pharmaceuticals and in the context of lignin-material processing. We present a one-step, Ru-catalyzed cross-coupling of phenols with boronic acids, aryl trialkoxysilanes and potassium benzoyltrifluoroborates under mechano-chemical conditions. The protocol accepts a wide scope of starting materials and allows for gram-scale synthesis in excellent yields. The developed approach constitutes a very interesting and waste-limiting alternative to the known methods.
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