What question did this study set out to answer?

To evaluate the scope and efficiency of using bis-boronic acid in a two-step, one-pot palladium-catalyzed borylation and Suzuki cross-coupling reaction.

September 20, 2012The Journal of Organic Chemistry

Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid

View Full Paper

Ask AI

Bookmark

Authors

GMGary A. MolanderMerck & Co., Inc., Rahway, NJ, USA (United States)STSarah L. J. TriceEos Neuroscience (United States)SKSteven M. KennedyMillersville University

Discussion

Member takes

Implication

Synthetic methodology study demonstrates efficient one-pot borylation and Suzuki cross-coupling using bis-boronic acid across diverse halides, highlighting a rapid synthetic route to teraryl...

Key Points

To evaluate the scope and efficiency of using bis-boronic acid in a two-step, one-pot palladium-catalyzed borylation and Suzuki cross-coupling reaction.
Utilized bis-boronic acid for the direct in situ preparation of boronic acid intermediates.
Conducted sequential borylation and Suzuki cross-coupling reactions with aryl and heteroaryl halides in the presence of Buchwald's second-generation XPhos preformed catalyst.
Achieved high reaction yields of cross-coupled biaryl products across most tested aryl and heteroaryl halide substrates.
Facilitated one-pot access to three distinct cross-coupled products separable by column chromatography, providing a rapid route to teraryl structures.

Cite This Study

Molander et al. (2012) studied this question.

synapsesocial.com/papers/6a8581d5f768ec88efd0c460 https://doi.org/10.1021/jo301642v

View Full Paper

Ask AI

Bookmark

Implication

Synthetic methodology study demonstrates efficient one-pot borylation and Suzuki cross-coupling using bis-boronic acid across diverse halides, highlighting a rapid synthetic route to teraryl...

Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid

Discussion

Member takes

Implication

Key Points

Cite This Study

Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid

Discussion

Member takes

Implication

Key Points

Cite This Study

Also Consider

Also Consider