Palladium-catalyzed oxidative C-N bond coupling involving a solvent-controlled regioselective bromination process
Xiaochen Ji1, Huawen Huang, Wenfang Xiong
1School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, China.
Abstract:
Stereoselective palladium-catalyzed oxidative C-N bond coupling reactions between aromatic amines and alkenes involving a solvent-controlled regioselective bromination process under 1 atm of oxygen atmosphere are disclosed, providing easy access to two different brominated enamines. The addition of hydrogen peroxide (30% aq) as a co-oxidant in the system is crucial for the dehydrogenative aminohalogenation under molecular oxygen (1 atm), and in such a case, the C-N bond coupling/electrophilic bromination reaction cascade is proposed. Furthermore, the different reaction media leads to a switched regioselectivity of the process.
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