Heterocyclic [4+ + 2] cycloadditions: The reactivity of pyridinium salts with electron-rich olefins

J R Falck, Steven J. Wittenberger, D. Rajapaksa, Charles Mioskowski, Benaissa Boubia

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Abstract

The N-(2,4-dinitrophenyl) salts of N,N-diethylnicotinamide and ethyl nicotinate undergo [4+ + 2] cycloaddition with enol ethers at room temperature, providing the first examples of Bradsher cyclization by monocyclic quaternary aza-aromatics; other derivatives and salts of pyridine are inert under these conditions.

Original languageEnglish (US)
Pages (from-to)413-414
Number of pages2
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number2
StatePublished - Dec 1 1990

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ASJC Scopus subject areas

  • Chemistry(all)

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