Vinylboronic acids, coupling with aryl halides

Suzuki-Miyaura coupling that is the reaction of an aryl- or vinylboronic acid with an aryl or vinyl halide catalyzed by a palladium(O) complex (Figure 1.1) [63]. 

The Suznki reaction is an important C-C bond-forming reaction of an aryl- or vinylboronic acid (112) with an aryl- or vinylhaUde (111, 115), catalyzed by a pal-ladinm(0) complex. Recently, Akira Suzuki won the 2010 Nobel Prize in chanistry for his significant contribution and development of this reaction. The literature survey reveals several modifications to the reaction. The application of various ZnO-supported metal combinations such as Pd-Ag, Pd-Cu, Pd-Ni, and Pd (Kim and Choi 2009) were reported for the cross-coupling Snzuki reaction between aryl halides (111, 115) and phenyl boronic acid (112) (Schemes 9.34, 9.35). These metal combinations with ZnO resulted in excellent yields of the biaryl products. 

Traditionally, aryl bromides/iodides/triflates are employed for coupling with boronates. For example, a-trifluoromethyl vinylboronic acids 129 were utilized for coupling with wide variety of aryl halide substrates such as phenyl, naphthyl, and pyrazyl halides under standard conditions to provide trifluoromethyl-a-arylalkenes 130 (Scheme 28.35). Similarly, 5-vinylboronates 131 were also coupled with aryl halides to provide arylpiperidines 132 (Scheme 28.36). ... 

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