Zinc-catalyzed reaction of isoxazoles with thioynol ethers involving an unprecedented 1,2-sulfur migration
A novel zinc-catalyzed reaction of isoxazoles with thioynol ethers involving an unprecedented 1,2-sulfur migration has been developed, which represents the first example of a non-noble metal-catalyzed reaction between isoxazoles and alkynes. This method a
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
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
p. 3288 - 3294
(2013/12/04)
Synthesis of pyridin-2(1H)-ones by the intramolecular cyclization of amides of β-enamino ketones
It has been shown that intramolecular cyclization of N-(1-methyl-3-oxobut- 1-en-1-yl)phenyl- and -tosylacetamides in basic media lead to 3-phenyl- and 3-tosyl-substituted 4,6-dimethylpyridin-2(1H)-ones.
Goncharov,Kostuchenko,Fisyuk
experimental part
p. 793 - 795
(2010/04/02)
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