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

Research output: Contribution to journalArticle

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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 - 1990

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Cycloaddition
Alkenes
Salts
Ethers
Electrons
Cyclization
Derivatives
Temperature
ethylnicotinate
pyridine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Heterocyclic [4+ + 2] cycloadditions : The reactivity of pyridinium salts with electron-rich olefins. / Falck, J R; Wittenberger, Steven J.; Rajapaksa, D.; Mioskowski, Charles; Boubia, Benaissa.

In: Journal of the Chemical Society, Perkin Transactions 1, No. 2, 1990, p. 413-414.

Research output: Contribution to journalArticle

Falck, J R ; Wittenberger, Steven J. ; Rajapaksa, D. ; Mioskowski, Charles ; Boubia, Benaissa. / Heterocyclic [4+ + 2] cycloadditions : The reactivity of pyridinium salts with electron-rich olefins. In: Journal of the Chemical Society, Perkin Transactions 1. 1990 ; No. 2. pp. 413-414.
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