113354-29-3Relevant academic research and scientific papers
Thioketene Syntheses, VIII. - Thioketenes by Cycloreversion of 1,3-Dithiolane Derivatives
Schaumann, Ernst,Scheiblich, Stefan,Wriede, Ulrich,Adiwidjaja, Gunadi
, p. 1165 - 1176 (2007/10/02)
2-Alkylidene-1,3-dithiolanes are transformed into S,S-dioxides 1 and S-ethyl- 2 or S-arylsulfonium salts 3.After deprotonation at C-5 they form in a cycloreversion thioketenes 5, which can be trapped as thioamides 17, 18.The stabilized thioketenes 5e,i-k afford 1:1 cycloadducts 24a, b, 27a-d with azomethines; in addition, thioketene 5j provides a dimer 28j, which was characterized by an X-ray structural investigation.
REACTIVE DOUBLE BOND SYSTEMS VIA (3+2) CYCLOREVERSION OF HETEROCYCLES
Schaumann, Ernst
, p. 995 - 1008 (2007/10/02)
After deprotonation, saturated five-membered heterocyclic rings give a facile (3+2) cycloreversion.This approach is employed in syntheses of ketenes, thioaldehydes, thioketones, thioketenes and a thioquinone at low temperature.These highly reactive double-bond systems are usually trapped in situ using (2+2), (2+3), or (2+4) cycloadditions to give various types of heterocycles.
