I. Kondratov, Nataliya A. Tolmachova, Violetta G. Dolovanyuk
Apr 1, 2015
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0
Influential Citations
7
Citations
Journal
European Journal of Organic Chemistry
Abstract
Diels–Alder reactions of ethyl 3-benzamido-2-oxo-6-(trifluoromethyl)-2H-pyran-5-carboxylate (1a) with electronically different dienophiles, including cyclic enol ethers, cycloalkenes, α,β-unsaturated ketones, and terminal acetylenes, are useful for the efficient and selective three-step preparation of trifluoromethyl-containing aromatic compounds such as 3-aminobenzoic acid derivatives. We presume that the presence of the trifluoromethyl group is the main factor in determining the regioselectivity of the initial cycloaddition.