In 2019,Journal of Organic Chemistry included an article by Zhi, Man-Ling; Chen, Bing-Zhi; Deng, Wei; Chu, Xue-Qiang; Loh, Teck-Peng; Shen, Zhi-Liang. Reference of 4-Iodobenzaldehyde. The article was titled 《Preparation of Alkyl Indium Reagents by Iodine-Catalyzed Direct Indium Insertion and Their Applications in Cross-Coupling Reactions》. The information in the text is summarized as follows:
Alkylindium reagents were generated in situ by direct metalation of primary alkyl iodides and bromides and cyclohexyl iodide with indium metal in the presence of iodine in THF (for alkyl iodides) or N,N-dimethylacetamide (for alkyl bromides). Palladium-catalyzed coupling of the alkylindium reagents with aryl iodides and selected aryl bromides and chlorides yielded arenes. In the experiment, the researchers used 4-Iodobenzaldehyde(cas: 15164-44-0Reference 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.Reference of 4-Iodobenzaldehyde
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com