Palladium(II)‐Catalyzed Distal CH Functionalization of 8‐Aminoquinolinamides: Facile Synthesis of Triarylmethane Derivatives
Herein, a straightforward approach is reported for the palladium‐catalyzed oxidative remote CH alkylation of 8‐aminoquinoline derivatives using para‐ quinone methides. This method enables selective C5‐alkylation of quinolines and exhibits a site‐selectivity distinct from that typically observed in convetional palladium‐catalyzed sp 2 CH activation. The reaction proceeds via chelation‐induced remote CH functionalization, and a broad range of quinolinamides are successfully coupled with p ‐quinone methides, demonstrating excellent substrate scope and functional group tolerance. Preliminary mechanistic studies suggest a reversible CH metalation step as part of the catalytic cycle.
Authors
- Anushka Rastogi
- Manoj Kumar Gangwar (ORCID: https://orcid.org/0000-0003-4489-6032)
- Dipankar Koley (ORCID: https://orcid.org/0000-0002-4861-7232)
- M. Ravi Kumar
Institutions
- University of Allahabad (IN)
- Central Drug Research Institute (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-10-08
- DOI
- https://doi.org/10.1002/ejoc.202500493
- Primary Topic
- Synthesis of Indole Derivatives
- Type
- article
- Field-Weighted Citation Impact
- 0.00