Bronsted acid-catalyzed Reactions of Unprotected N-heterocycles with Aryl/Aryl Diazoalkanes

The chemoselective C-H functionalization of unprotected N-heterocycles is a challenging task in organic synthesis. Herein, we report on a Bronsted-acid catalyzed reaction of aryl/aryl diazoalkanes with unprotected N-heterocycles to selectively allow for C-H functionalization at the C3-position under mild reaction conditions and short reaction time without the need of protecting groups. The general applicability of this method was further expanded towards protected indole and unprotected pyrrole heterocycles.

Automated summary

The study presents a Bronsted-acid catalyzed method for chemoselective C-H functionalization of unprotected N-heterocycles, enabling selective reaction at the C3-position without the need for protecting groups. This approach offers mild reaction conditions, short reaction time, and applicability to both protected indole and unprotected pyrrole heterocycles.