Tali, Javeed Ahmad; Singh, Davinder; Kumar, Gulshan; Shankar, Ravi published their research in Asian Journal of Organic Chemistry in 2021. The article was titled 《Regioselective Base-controlled Pd-catalyzed Arylation of Imidazo[1,2-a]pyridines: leading selectivity at C8 position by N-chelation over O-chelation》.Safety of 4-Iodobenzaldehyde The article contains the following contents:
Herein, Pd/Ag2CO3 promoted C8 arylation of the heterocycles I (R = H, Me, Cl; R1 = H, Me, Cl; R2 = H; R3 = CHO) by overriding the N-chelation on O-chelation to form diarylimidazo[1,2-a]pyridine-carbaldehydes I (R2 = Ph, 3,4-dichlorophenyl, 4-formylphenyl, etc.; R3 = CHO) was reported. 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]pyridines I to form diarylimidazo[1,2-a]pyridines I (R2 = H; R3 = Ph, 3,4-dichlorophenyl, 4-formylphenyl, etc.). 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. The experimental part of the paper was very detailed, including the reaction process of 4-Iodobenzaldehyde(cas: 15164-44-0Safety of 4-Iodobenzaldehyde)
4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Safety of 4-Iodobenzaldehyde
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com