In 2022,Eckl, Robert; Fischer, Sebastian; Sonnleitner, Carina M.; Schmidhuber, Daniel; Rehbein, Julia; Reiser, Oliver published an article in ACS Organic & Inorganic Au. The title of the article was 《Stereoselective Synthesis of Biologically Relevant Tetrahydropyridines and Dihydro-2H-pyrans via Ring-Expansion of Monocyclopropanated Heterocycles》.Synthetic Route of C3H9IOS The author mentioned the following in the article:
A stereoselective, scalable, and metal-free ring-expansion of monocyclopropanated pyrroles and furans was developed, leading to value-added highly functionalized tetrahydropyridine and dihydro-2H-pyran derivatives Featuring a cyclopropylcarbinyl cation rearrangement as the key step, the selective cleavage of the unactivated endocyclic cyclopropane C-C bond was achieved. Targeted transformations of the thus obtained six-membered heterocycles give access to versatile building blocks with relevance for drug synthesis.Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route of C3H9IOS) was used in this study.
Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Synthetic Route of C3H9IOS
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com