Formation of a benzopyrylium ion and a quinoline from benzofuran
β Scribed by Sonnenschein, Helmut ;Schmitz, Ernst ;Pritzkow, Wolfgang
- Book ID
- 102367094
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 274 KB
- Volume
- 1990
- Category
- Article
- ISSN
- 0947-3440
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β¦ Synopsis
Abstract
Chlorophenylcarbene reacts with benzofuran to give the cyclopropane derivative 3, which undergoes thermal opening of the threeβmembered ring to give the benzopyrylium cation 5. With aniline, 3 forms the quinoline 11 containing two C atoms of the starting compound 1 in positions 2 and 4.
π SIMILAR VOLUMES
Nucleophilic aldition of u cyanide anion to 2-benwpyryliwn salt8 I takes place at the firet position end led8 to stable i8ochzvmene8 II, which are oxygen anabgs of Reissert aqXUnd8. The structure II uaa a~nfirmed by IR, 'H-NM? and '3C-NMR spectra. The tatter epectra reveal clearly the cyarr, gzup (w