Functionalization of Imidazo[1,2-a]pyridines by Means of Metal-Catalyzed Cross-Coupling Reactions

• Published in: European journal of organic chemistry Vol. 2014; no. 24; pp. 5119 - 5138
• Main Authors: Koubachi, Jamal, El Kazzouli, Saïd, Bousmina, Mosto, Guillaumet, Gérald
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.08.2014; WILEY‐VCH Verlag; Wiley Subscription Services, Inc
• Subjects: Alkenylation; C-C cou­pling; C-H activation; Carbonylation; Cross-coupling; Fused-ring systems; Nitrogen heterocycles
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201400065

This review surveys recent developments (reported in the last fifteen years) in organometallic‐chemistry‐based methods for the functionalization of imidazo[1,2‐a]pyridines, in particular the decoration of the pyridine and imidazole rings by means of reactions such as Sonogashira, Heck, Negishi, Suzuki–Miyaura, and Stille cross‐coupling, as well as by C–H activation, C‐arylation, C‐alkenylation, and carbonylation. Results relating to one‐pot double functionalization of two different positions on the imidazo[1,2‐a]pyridine system are also reviewed. Procedures in which metal‐based catalysis is not involved in the functionalization of imidazo[1,2‐a]pyridines are not included. The latest developments in the field of imidazo[1,2‐a]pyridine functionalization by means of cross‐coupling reactions such as the Sonogashira, Heck, Negishi, Suzuki–Miyaura, and Stille reactions, as well as by C‐arylation, C‐alkenylation, carbonylation, and double functionalization, are reviewed and discussed.