55985-91-6

Upstream product

• 26189-59-3 1-chloro-1-(dimethylamino)-2-methyl-1-propene 
• 31335-72-5 1-chloro-N,N-2-trimethyl-1-propenylamine 
• 1424-52-8 p-tolylsulfonyl isothiocyanate 

Relevant academic research and scientific papers

Cycloaddition reactions of sulfonylisothiocyanates with β,β-disubstituted enamines

Sulfonylisothiocyanates 1 and β,β-dimethylenamines 2 react to yield the dipoles 3. In nonpolar solvents an equilibrium exists between 3 and the thietanes 4. The free activation enthalpy for the ring closure 3→4 was obtained from the temperature dependent NMR spectra in liquid sulfur dioxide. Protonation of 3 with perchloric acid leads to the salts 8 which, as indicated by ΔG≠-values obtained from NMR spectra, are also capable of ring closure.