Pd-Catalyzed C-H Annulation of Five-Membered Heteroaryl Halides with Norbornene Derivatives was written by Padhi, Birakishore;Kang, Geunhee;Kim, Eunmin;Ha, Jeongmin;Kim, Hyun Tae;Lim, Jeewoo;Joo, Jung Min. And the article was included in ACS Catalysis in 2020.Formula: C4H5IN2 This article mentions the following:
Complementary to Catellani-type reactions and 1:1 coupling of six-membered halo(hetero)arenes and norbornene (NBE) derivatives, Pd-catalyzed 1:2 coupling of five-membered haloheteroarenes with NBEs was achieved to afford rigid nonplanar heterocycles. Pyrazole, thiophene, furan, and indole underwent exo- and trans-selective annulation. Two strained alkene groups of the resulting products were further manipulated to afford 1-alkylindazoles and ladder polymers. The type of heteroarenes and position of halides along with the choice of ligands and bases were critical to set a preference between C-H annulation and Catellani reactions, which will be useful for the development of Pd-catalyzed, NBE-mediated reactions of heteroarenes. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Formula: C4H5IN2).
5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Formula: C4H5IN2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com