Arylations with the Heck-Mizoroki Reaction

These reactions have been exploited in a range of contexts, including bioorganic chemistry and materitJs science [44]. 

A similar approach was used by Guo et al. for the palladium-catalyzed diarylation of 9-allyl-9J/-purines [47]. However, in their case, they relied on a chelation-assisted Pd-catalyzed highly regiose-lective diarylation reaction of olefins via a possible Pd(ll)/Pd(lV) catalyst cycle (Table 1.1). 

The benzotriazole ligand could be synthesized on a multi-gram scale and it was air stable and thermally stable up to 274.7 °C. 

10) was, in all cases, the major regioisomer. Ligand 7a was the most successful ligand used and, in all cases, the i -enantiomer of the kinetic product (8 or 10) was preferred. 

The Heck-Mizoroki reaction has also been heavily applied in one-pot sequential reaction sequences. The topic of sequential, domino, consecutive, or tandem catalytic reactions is a very timely subject, as at its core is efficiency, economy, and waste minimization in organic synthesis. In 2010 [59], one of us published a review of this topic which explains the current state of play and includes relevant references on the subject. However, the topic is still rather murky in terms of definitions, and this is something that we feel needs urgent attention. The Heck-Mizoroki is a very suitable transformation for inclusion in a sequential catalytic process, given that it leads to the formation of C=C units, a common functionality for further catalytic transformation. 

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