42047-12-1Relevant articles and documents
Electron-rich Olefines, 8. Unsymmetrically Substituted Electron-rich Olefines with 1.3-Dithiol-2-yliden-, Benzthiazolin-2-yliden-, Benzselenazolin-2-yliden- and 1.3.4-Thiadiazolin-2-yliden-Units
Krasuski, Witold,Regitz, Manfred
, p. 1806 - 1812 (2007/10/02)
2-(1-Piperidinyl)-1,3-dithioles (6a-c) can be condensed with benzthiazolium- and benzselenazolium perchlorates (7a-d) to the electron-rich olefines 8a-i.By the same synthetic principle the 2-(3.5-diaryl-Δ4-1.3.4-thiadiazolin-2-yliden)-1.3-dithioles 10a-e such as the unsymmetrically substituted bis(3.5-diaryl-Δ4-1.3.4-thiadiazolin-2-ylidenes) (12a-d) are acessible.The olefines 8c and h undergo -cycloaddition reaction to form the cyclobutenes 16a-d, which isomerize spontaneously by electrocyclic ring opening to the 1.3-butadienes 17a-d. - Keywords: 2-(Benzthiazolin-2-yliden)-, 2-(Benzselenazolin-2-yliden)-, 2-(Δ4-1.3.4-Thiadiazolin-2-yliden)-1.3-dithiole, Electron-rich Olefines, Nucleophilic Carbenes