Iron(III) Chloride Mediated para-Selective C-H Functionalization: Access to C5-Chloro and C5,C7-Dichloro/Dianisyl Substituted 2-Arylbenzoxazoles

Iron(III) chloride mediated para-selective C-H chlorination and subsequent annulation of 2-amidophenol to synthesize C5- and C5, C7-chlorinated benzoxazoles was developed. Further, the oxidative cross-dehydrogenative coupling of amidophenol with anisole by ferric chloride was explored to achieve the remotely anisylated benzoxazoles.

Automated summary

Iron(III) chloride mediated reactions were used to synthesize chlorinated benzoxazoles selectively at the para position of the substrate. Additionally, the oxidative cross-dehydrogenative coupling of amidophenol with anisole using ferric chloride allowed for the synthesis of remotely anisylated benzoxazoles.