Suzuki–Miyaura Coupling of Halophenols and Phenol Boronic Acids: Systematic Investigation of Positional Isomer Effects and Conclusions for the Synthesis of …

B Schmidt, M Riemer

Index: Schmidt, Bernd; Riemer, Martin Journal of Organic Chemistry, 2014 , vol. 79, # 9 p. 4104 - 4118

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Citation Number: 22

Abstract

The Suzuki–Miyaura couplings of o-, m-, and p-halophenols with o-, m-, and p-phenol boronic acids were investigated for all combinations under standardized conditions, using Pd/C as a heterogeneous catalyst and water as a solvent. In the case of iodophenols, conventional heating was used, while for bromophenols significantly better results could be obtained using microwave irradiation. This systematic study revealed that 2, 4′-biphenol ...