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Regioselective Base‐controlled Pd‐catalyzed Arylation of Imidazo[1,2‐a]pyridines: leading selectivity at C8 position by N‐chelation over O‐chelation.
- Source :
- Asian Journal of Organic Chemistry; Jul2021, Vol. 10 Issue 7, p1655-1659, 5p
- Publication Year :
- 2021
-
Abstract
- A base controlled operationally simple catalytic system for the regioselective arylation of 2‐aryl‐imidazo[1,2‐a]pyridine by Pd catalyzed C−H activation has been developed. Herein, we report Pd/Ag2CO3 promoted C8 arylation of the heterocycles by overriding the N‐chelation on O‐chelation. In this way, various examples have been synthesized in good to excellent yield. Furthermore, Pd/t‐BuOK system has been developed for the novel deformylative C3 arylation of 2‐aryl‐imidazo[1,2‐a]pyridine. The choice of the catalytic system is also demonstrated for heteroarylation. Both standardized protocols have been explored with broad substrate scope and good functional group tolerance. [ABSTRACT FROM AUTHOR]
- Subjects :
- ARYLATION
IMIDAZOPYRIDINES
FUNCTIONAL groups
PYRIDINE
HETEROCYCLIC compounds
Subjects
Details
- Language :
- English
- ISSN :
- 21935807
- Volume :
- 10
- Issue :
- 7
- Database :
- Complementary Index
- Journal :
- Asian Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 151433293
- Full Text :
- https://doi.org/10.1002/ajoc.202100225