Synthesis of CJ-15,161 via Cu-Catalyzed N-Arylation

Significance

The key step in the synthesis of the κ-opioid receptor agonist CJ-15,161 is an efficient Cu-catalyzed N-arylation of bromoarene B by oxa­zolidinone A (S. L. Buchwald et al. J. Am. Chem. Soc. 2001, 123, 7727-7729; J. Am. Chem. Soc. 2002, 124, 7421-7428). Note the use of a sulfonyl group to both activate the oxygen and protect the nitrogen in intermediate D.