《One-Pot Synthesis of γ-Azidobutyronitriles and Their Intramolecular Cycloadditions》 was published in Synthesis in 2020. These research results belong to Ivanov, Konstantin L.; Tukhtaev, Hamidulla B.; Tukhtaeva, Feruza O.; Bezzubov, Stanislav I.; Melnikov, Mikhail Ya.; Budynina, Ekaterina M.. COA of Formula: C3H9IOS The article mentions the following:
Efficient gram-scale, one-pot approached to azidocyanobutyrates and their amidated or decarboxylated derivatives was developed, starting from com. available aldehydes and cyanoacetates. These techniques combine (1) Knoevenagel condensation, (2) Corey-Chaykovsky cyclopropanation and (3) nucleophilic ring opening of donor-acceptor cyclopropanes with the azide ion, as well as (4) Krapcho decarboxylation or (4′) amidation. The synthetic utility of the resulting γ-azidonitriles was demonstrated by their transformation into tetrazoles via intramol. (3+2)-cycloaddition A condition-dependent activation effect of the α-substituent was revealed in that case. Thermally activated azide-nitrile interaction did not differentiate the presence of an α-electron-withdrawing substituent in γ-azidonitriles, whereas the Lewis acid mediated (SnCl4or TiCl4) reaction proceeded much easier for azidocyanobutyrates. This allowed us to develop an efficient procedure for converting azidocyanobutyrates into the corresponding tetrazoles. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6COA of Formula: C3H9IOS)
Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.COA of Formula: C3H9IOS
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com