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Synthesis 1989; 1989(5): 372-378
DOI: 10.1055/s-1989-27255
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Synthese und Eigenschaften von o-hydroxyphenyl- und o-acetylaminophenyl-substituierten Cyclopropenonen. Eine neuartige thermische Umwandlung funktionalisierter Diarylcyclopropenone

Theophil Eicher* , Volker Schneider
  • *Fachbereich 13, Organische Chemie, Universität des, Saarlandes, D-6600 Saarbrücken 11, Federal Republic of Germany
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Publication Date:
17 September 2002 (online)

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Synthesis and Properties of o-Hydroxyphenyl- and o-Acetylaminophenyl-Substituted Cyclopropenones. A Novel Thermal Transformation of Functionalized Cyclopropenones The ortho-functionalized arylphenylcyclopropenones 3 are prepared via the West method and their spectroscopic and chemical properties are reported. The cyclopropenones 3 undergo thermal transformation to give heterocycles 7, 8, 12, photochemically they are decarbonylated to give alkynes 9 as main products. The structures of the heterocycles 7, 8, 12 are proven by means of spectroscopic data and by independent synthesis. A mechanism for this novel thermal cyclopropenone transformation is discussed.