Abstract
By the methods of NMR and ESI MS (Electrospray Ionization Mass Spectrometry) the investigation
was carried out of Richter cyclization of o-(1-alkynyl)- and o-(1,3-butadiynyl)arenediazonium salts generated by
acid cleavage of triazenes. The effect was shown of the substituents at the carbon atom of the triple bond and in
the aromatic ring, of the solvent, temperature, and the reagents ratio on the rate of the cyclization and the yield of
its products, 4-bromo-3-alkyl- and 4-bromo-3-ethynylcinnolines; the conditions of their synthesis were optimized.
The possibility to use 4-bromo-3-ethynylcinnolines as substrates of electrophilic cyclization was demonstrated.
Original language | Undefined |
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Pages (from-to) | 1424-1434 |
Journal | Russian Journal of Organic Chemistry |
Volume | 48 |
Issue number | 11 |
Publication status | Published - 2012 |