In 2022,Schmalz, Veronika; Koert, Ulrich published an article in Organic Letters. The title of the article was 《Visible-Light Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes》.Synthetic Route of C3H9IOS The author mentioned the following in the article:
A general synthetic entry to functionalized dihydrophenalenes was founded using naphthyl-cyclopropane esters as starting materials. The desired annulation were possible with visible light, Ir(Fppy)3 as photocatalyst and BnNMe2 or DABCO as electron donor, HAT-catalyst and proton source. A broad scope of substituted naphthyl and azanaphthyl derivatives provided the photoannulation products in high yield. Deuteration studies supported a photoredox-mechanism involved the photoreductive cyclopropane opening to an enolate radical followed by an aryl radical trapping. In the experiment, the researchers used Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route of C3H9IOS)
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