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Brønsted acid‐catalyzed Reactions of Unprotected N ‐heterocycles with Aryl/Aryl Diazoalkanes
Author(s) -
Bahukhandi Srishti Ballabh,
Jana Sripati,
Koenigs Rene M.
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000709
Subject(s) - chemistry , aryl , indole test , catalysis , brønsted–lowry acid–base theory , pyrrole , surface modification , combinatorial chemistry , reaction conditions , organic chemistry , medicinal chemistry , alkyl
The chemoselective C−H functionalization of unprotected N ‐heterocycles is a challenging task in organic synthesis. Herein, we report on a Brønsted‐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.