In 2019,Advanced Synthesis & Catalysis included an article by Zhou, Bingnan; Dong, Jun; Xu, Jiaxi. Safety of Trimethylsulfoxonium iodide. The article was titled 《Safe, Metal-Free and Direct Synthesis of Dialkyl Acylmethylidenehydrazine-1,1-dicarboxylates from Dimethylsulfoxonium Acylmethylides and Dialkyl Azodicarboxylates》. The information in the text is summarized as follows:
N-Acylhydrazones were versatile electrophiles for the synthesis of nitrogen-containing compounds Dialkyl acylmethylidenehydrazine-1,1-dicarboxylates are a class of N-acylhydrazones and were prepared efficiently from dimethylsulfoxonium acylmethylides and dialkyl azodicarboxylates. The reaction was temperature-controlled, generating tetraalkyl 3,6-diacyl-1,2,4,5-tetrazinane-1,2,4,5-tetracarboxylates as major products accompanied by dialkyl acylmethylidenehydrazine-1,1-dicarboxylates as byproducts at low temperature, or dialkyl acylmethylidenehydrazine-1,1-dicarboxylates only at high temperature The current direct synthetic method was a safe and transition-metal-free route for the synthesis of dialkyl acylmethylidenehydrazine-1,1-dicarboxylates. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Safety of Trimethylsulfoxonium iodide)
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.Safety of Trimethylsulfoxonium iodide
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com