Intermolecular and intramolecular photocycloaddition reactions of fluoroarenes

G. C.R. Ellis-Davies, J. Cornelisse

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

The meta photocycloaddition of para-fluorotoluene to cyclopentene yields 1-methyl-10-fluoro-endo- and -exo- tetracyclo[6.3.0.02,11.03,7]undec-9-ene as major photoproducts, while the intramolecular photoaddition of 5-(para-fluorophenyl)pent-1-ene gives exclusively 7-fluorotetracyclo[3.2.1.02,8.34,8]undec-6-ene. A reaction pathway via zwitterionic intermediates is proposed.

Original languageEnglish
Pages (from-to)1893-1896
Number of pages4
JournalTetrahedron Letters
Volume26
Issue number15
DOIs
StatePublished - 1985
Externally publishedYes

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