Metal Free Formation of Various 3-Iodo-1H-pyrrolo[3′,2′:4,5]imidazo-[1,2-a]pyridines and [1,2-b]Pyridazines and Their Further Functionalization

• DOI: 10.1021/acs.joc.5b00555
• Publication Date: 2015-06-17T18:32:44Z
• Authors: Z. Tber; M.-A. Hiebel; A. El Hakmaoui; M. Akssira; G. Guillaumet; S. Berteina-Raboin
• Keywords: Pyridazines; Molecular Structure; Cyclization; Metals; Pyridines; 01 natural sciences; Catalysis; Palladium; Iodine; 0104 chemical sciences

3-iodo-1H-pyrrolo[3',2':4,5]imidazo-[1,2-a]pyridines and [1,2-b]pyridazines were prepared following Groebke-Blackburn-Bienaymé MCR combined with I2-promoted electrophilic cyclization. The flexibility of the method enables introduction diversity in 2, 5, 6, 7 positions on resulting scaffold using commercially available starting materials. Furthermore, subsequent palladium-catalyzed reactions successfully achieved our iodinated derivatives.