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Synlett 1995; 1995(8): 835-836
DOI: 10.1055/s-1995-5080
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Five-membered Betaines from Reaction of N,N’,N’-Trimethyl-N-(trimethylsilyl-ethynyl)hydrazine with Aryl Isocyanates

Oliver Gerulat, Gerhard Himbert* , Uwe Bergsträßer
  • *Fachbereich Chemie, Universität Kaiserslautern, Erwin-Schrödinger-Straße, D-67663 Kaiserslautern, Germany
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Publikationsdatum:
31. Dezember 2000 (online)

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The reaction of the ynehydrazine derivative 1 with aryl isocyanates 2 yields 3-arylimino-1,1,2-trimethyl-5-oxo-4-(trimethylsilyl)-pyrazolidinium-4-ides 3, which can be desilylated with fluoride ion under retention of the betaine structure.

2-azetinones - α-amidinoketenes - betaines - 1,1,2-trimethylpyrazolidinium-4-ides - desilylation