358684-74-9Relevant academic research and scientific papers
Magnesium cyclopropylidenes generated from 1-chlorocyclopropyl phenyl sulfoxides with Grignard reagents: Their properties, and a sulfoxide version of the Doering-Moore-Skattebol reaction
Satoh,Kurihara,Fujita
, p. 5369 - 5375 (2007/10/03)
Magnesium cyclopropylidenes were generated from 1-chlorocyclopropyl phenyl sulfoxides with Grignard reagents (EtMgCl or i-PrMgCl) in THF at -78°C in high yields by a sulfoxide-magnesium exchange reaction. The generated magnesium cyclopropylidenes were found to be stable at below -60°C for at least 3 h. It was also found that the pyramidal inversion of the magnesium carbenoid was quite slow at below -60°C. When the sulfoxide-magnesium exchange reaction was conducted with phenylmagnesium chloride at 0°C, the 1-chlorocyclopropyl phenyl sulfoxides gave allenes in good to high yields.
