Palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides to access 6H-dibenzopyrans was written by Chen, Li-Ping;Cheng, Shu-Lin;Fan, Xin-Yue;Zhu, Ji-Fa;Wang, Bi-Qin;Feng, Chun;Xiang, Shi-Kai. And the article was included in Organic Chemistry Frontiers in 2022.Quality Control of 3-Iodo-4-methoxybenzaldehyde This article mentions the following:
A palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides was developed. 3-Methyl-2-pyridone was used as a ligand to accelerate the cross-coupling and suppress the homo-coupling of 2-iodoanisoles. A variety of 6H-dibenzopyran derivatives such as I [R = H, F, Cl, etc., R1 = 4-Me, 4-F, 4-MeO, etc.; R2 = 8-Me, 8-Cl, 8-Ph, etc.] was prepared by this method. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Quality Control of 3-Iodo-4-methoxybenzaldehyde).
3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Quality Control of 3-Iodo-4-methoxybenzaldehyde
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com