Direct borylation of primary C-H bonds in functionalized molecules by palladium catalysis
Li-Sheng Zhang1, Guihua Chen, Xin Wang
1Beijing National Laboratory of Molecule Science (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Green Chemistry Center, Peking University, Beijing, 100871 (China).
Abstract:
Organoborane compounds are among the most commonly employed intermediates in organic synthesis and serve as crucial precursors to alcohols, amines, and various functionalized molecules. A simple palladium-based system catalyzes the conversion of primary C(sp(3) )H bonds in functionalized complex organic molecules into alkyl boronate esters. Amino acids, amino alcohols, alkyl amines, and a series of bioactive molecules can be functionalized with the use of readily available and removable directing groups in the presence of commercially available additives, simple ligands, and oxygen (O2 ) as the terminal oxidant. This approach represents an economic and environmentally friendly method that could find broad applications.
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