The selective acylation of the aromatic ring of N-phenethyl enaminones is reported. A number of substituents in the β-enaminone structure and in the benzene ring have been prepared from different dicarbonyl compounds and carboxylic acids.
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A series of 1-substituted isochromanes has been synthesized from the corresponding alkyl 2-acylphenylacetates 3, by reduction and cyclization with a catalytic amount of p-toluenesulfonic acid monohydrate (PTSA), as compounds with potential antitumor activity and N-bearing heterocycle analogues.
Selective Reduction of ortho-Acylated β-Enaminones of Homoveratryamine (I) and Their Cyclization to 1,2,3,4-Tetrahydroisoquinolines with β-Enaminone Moiety (III). -(NIKOLOVA, S.; KOCHOVSKA, E.; IVANOV*, I.; Synth. Commun. 43 (2013) 3, 326-336, http://dx.
Salts of 3,4-Dihydroisoquinolines. -The reaction conditions allow an easy and rapid alkylation at the α-carbon of the isoquinoline system. The products can be further modified to give structures with potential biological activity. -(STATKOVA-ABEGHE*, S.; ANGELOV, P. A.; IVANOV, I.; NIKOLOVA, S.; KOCHOVSKA, E.; Tetrahedron Lett. 48 (2007) 38, 6674-6676; Dep. Org. Chem., Plovdiv Univ., BG-4000 Plovdiv, Bulg.; Eng.) -R. Simon 02-143
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