Efficient and facile catalytic protocols for chlorination and ligand-directed ortho-acetoxylation of 2-arylbenzoxazoles have been developed. The chlorination is not a ligand-directed ortho-functionalization, but an electrophilic substitution process in the benzo ring of the benzoxazole moiety. Meanwhile, the acetoxylation exhibited high regioselectivity for the substrates containing a meta-substituent and occurred at the less sterically hindered ortho-C-H bond of the directing group.

This study developed efficient catalytic protocols for chlorination and ortho-acetoxylation of 2-arylbenzoxazoles, enabling electrophilic substitution processes in the benzo ring and high regioselectivity for substrates containing meta-substituents.

Paper

Chlorination and ortho-acetoxylation of 2-arylbenzoxazoles.

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