Synthesis 2015; 47(23): 3727-3732
DOI: 10.1055/s-0035-1560177
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Imidazo[1,2-f]phenanthridines through Palladium-Catalyzed Intramolecular C–C Bond Formation

Hitesh Kumar Saini
Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India   Email: anilkumar@pilani.bits-pilani.ac.in
,
Shiv Dhiman
Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India   Email: anilkumar@pilani.bits-pilani.ac.in
,
Kasiviswanadharaju Pericherla
Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India   Email: anilkumar@pilani.bits-pilani.ac.in
,
Anil Kumar*
Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India   Email: anilkumar@pilani.bits-pilani.ac.in
› Author Affiliations
Further Information

Publication History

Received: 25 May 2015

Accepted after revision: 27 July 2015

Publication Date:
28 August 2015 (online)


Abstract

A simple and convenient approach is developed for the synthesis of the imidazo[1,2-f]phenanthridine framework via post-functionalization of imidazoles obtained through four-component reactions of 1,2-dicarbonyl compounds, anilines, aldehydes and ammonium acetate. The methodology involves palladium-catalyzed direct arylation through sp2 C–H activation. The reported procedure delivers good to high yields of imidazo[1,2-f]phenanthridine derivatives (58–94%) starting from readily available precursors.

Supporting Information