- Trimethylsilyl trifluoromethanesulfonate-promoted cyclocondensation of β-ketoenamides and subsequent nonaflation to pyrid-2-yl and pyrid-4-yl nonaflates as flexible precursors for polysubstituted pyridines
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The intramolecular condensation of β-ketoenamides to 2- and/or 4-pyridone derivatives using either KOt-Bu or trimethylsilyl trifluoromethanesulfonate/Hu?nig's base was investigated. Subsequent nonaflation of the cyclization products allowed a facile purification and further functionalization through Suzuki-Miyaura couplings leading to new highly substituted pyridine derivatives. The dependence of the regioselectivity of cyclocondensation on the structure of the β-ketoenamides is discussed. Georg Thieme Verlag Stuttgart New York.
- Hommes, Paul,Berlin, Sarah,Reissig, Hans-Ulrich
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p. 3288 - 3294
(2013/12/04)
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- Heterocycles. Part V . Reaction of α,β-Unsaturated Carbonyl Compounds with Arylacetamides. A Synthesis of 2-Pyridone Derivatives
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The reaction of 1,3-diaryl-2-propene-1-ones I with arylacetamides II, in the presence of sodium ethoxide under reflux, for two hours, gave the corresponding 3,4,6-triaryl-3,4-dihydro-2(1H)-pyridones IV.However, when the reaction of these ketones was carri
- El-Rayyes, N. R.,Al-Hajjar, F. H.
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p. 1473 - 1477
(2007/10/02)
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- Pyrazines. Part 5. Preparation of 3,8-Diazabicyclooctane-2,4-dione Derivatives
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The title compounds were formed by cycloaddition of 2,6-dihydroxy-3,5-diphenylpyrazine to acetylenes and electron-deficient olefins.
- Cartoon, Maureen E. K.,Cheeseman, Gordon W. H.,Dowlatshahi, Hossein,Sharma, Rramila
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p. 1603 - 1606
(2007/10/02)
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