Tetrahedron p. 4147 - 4152 (1974)
Update date:2022-09-26
Topics:
Schaumann
Sieveking
Walter
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.
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Doi:10.1016/j.catcom.2019.05.006
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