- A NOVEL SYNTHESIS OF AZAACRIDONES USING 1,4-DIPOLAR ARYNE CYCLOADDITIONS
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A novel approach for the synthesis of azaacridones based on 1,4-dipolar cycloaddition of methyl N-lithiated 2-(aminotrimethylsilyl)nicotinate (2a) and methyl 3-(aminotrimethylsilyl)pyrazine-2-carboxylate (2b) which function as 1,4-dipole equivalents, with arynes is reported.
- Khanapure, Subhash P.,Bhawal, Baburao M.,Biehl, Edward R.
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p. 1773 - 1776
(2007/10/02)
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- Improved Synthesis of 2,3-Disubstituted Pyridines by Metallation of 2-Chloropyridine: a Convenient Route to Fused Polyheterocycles
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Chemoselective directed metallation of 2-chloropyridine allows the synthesis of 2-substituted 3-carbonylated pyridines, advantage being taken of the metallation ortho-directing effect of the halogen, as well as its reactivity towards nucleophiles.Thus (2-chloro-, 2-methoxy-, and 2-amino-3-pyridyl)-ethanones and -arylmethanones as well as carbaldehydes have been prepared.Some of these ortho-disubstituted intermediates have been readily cyclized to fused polyheterocycles such as naphthiridines and aza-analoges of coumarins, xanthones, and acridones.
- Trecourt, Francois,Marsais, Francis,Guengoer, Timur,Queguiner, Guy
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p. 2409 - 2415
(2007/10/02)
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