Cyclocondensation of 1-alkyl-3 , 4-dihydroisoquinolines with Β-keto Esters . New Annelation Reaction in a Series of Cyclic Schiff ' S Bases

Content Provider	Semantic Scholar
Author	Gulyakevich, Olga V. Govorova, Alla A. Kurman, P. V. Lyakhov, Alexander S. Mikhalchuk, Alexandr
Abstract	The multifunctionality of cyclic ketimines and derivatives of carbonyl compounds permits exceptionally wide possibilities for the synthesis of condensed nitrogen-containing heterocycles with an angular nitrogen atom [1-5], particularly alkaloids [6,7], and heterocyclic analogs of steroids (azasteroids) [3-5]. We previously studied the reaction of azomethines 1 with aminovinylcarbonyl (2, X = 2H) and dicarbonyl (2, X = O) compounds, leading to the condensed system 3 (Scheme 1) [5]. It seemed of interest to extend this reaction to other carbonyl compounds, particularly to β-keto esters. An additional stimulus for studying such reactions were the numerous data on the interaction of β-dicarbonyl compounds (1,3-dielectrophiles) with bifunctional nitrogen bases, such as hydrazine [8], hydroxylamine [9], and others [10].
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Language	English
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