Abstract

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.

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