Generation of thioaldehydes by base-catalysed cleavage of N-(alkoxycarbonylmethylthio)phthalimides
作者： Gordon W. Kirby , Alistair W. Lochead
DOI: 10.1039/C39830001325
关键词: Alkyl 、 Diels–Alder reaction 、 Bond cleavage 、 Triethylamine 、 Chemistry 、 Cyclopentadiene 、 Cycloaddition 、 Conjugated system 、 Polymer chemistry 、 Photochemistry 、 Phthalimides 、 Molecular medicine
摘要: N-(Methoxycarbonylmethylthio)- and N-(ethoxycarbonylmethylthio)-phthalimide react at room temperature with triethylamine to generate the corresponding alkyl thioxoacetates, which have been trapped, in situ, by cycloaddition conjugated dienes; endo- exo-adducts of cyclopentadiene ethyl thioxoacetate dissociate 111 °C thereby allowing transfer thioaldehyde other dienes.
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