- Acetals and vinyl ethers of unsaturated aldehydes and ketones in new syntheses of heterocyclic compounds: IX.* ethoxyvinyl-1,3-dioxinyl cations: Synthesis and reactions with nucleophiles
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New highly reactive 4-(2-ethoxyvinyl)-6-phenyl-1,3-dioxinyl cations were generated by reaction of 4-methyl-6-phenyl-1,3-dioxinylium perchlorates with excess triethyl orthoformate in the presence of 16% perchloric acid. Their reactions with electron-rich aromatic and heteroaromatic substrates result in formation of the corresponding 4-[2-aryl(hetaryl)vinyl]-1,3-dioxinylium derivatives; with compounds possessing an activated methylene group, 1,3-dioxinyIidene jnerocyanines and trimethinecyanines are formed, and with NH compounds, iminium derivatives. Chiral merocyanines were synthesized for the first time from chiral ethoxyvinyldioxinyl cations.
- Arsen'ev,Olekhnovich,Borodkin,Glebova,Minkin,Olekhnovich
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p. 1779 - 1785
(2007/10/03)
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