Keywords: 3-amino-2-benzoylthieno [2,3-b]pyridines, N-[2-(2,5-dioxo-1-phenylhexyl)thieno[2,3-b]pyrid-3-yl]benzamides, (phenyl)(2-acylaminothieno[2,3-b]pyrid-2-yl)carbinols, (phenyl)(5-methylfur-2-yl)-(2-acylaminothieno[2,3-b]pyrid-2-yl)methanes, 4-(3-phenyl-1H-pyrrolo[2',3':4,5]thieno[2,3-b]pyrid-2-yl)-butan-2-ones, alkylation, acylation, reduction, transformation of the furan ring.Derivatives of benzylfuran of type A containing a functional group X in the ortho position of the benzene ring, are attractive as intermediates for obtaining the most varied condensed carbo-and heterocyclic compounds [1]. Depending on the character of substituent X two routes of conversion are possible in principle: 1) closing of the hetero-or carbocycle between the furan and benzene rings with the formation of a product of type B [2,3] or 2) cleavage of the heterocycle and annelation of the benzene nucleus with the formation of a product of type C (Scheme 1). Scheme 1 O R 1 R 2 X R 4 R 3 Y O R 4 R 3 R 2 R 1 R 4 O R 3 z R 1 R 2 1 2 A B C
Furan Ring Recyclization in 2-Furfurylthieno[2,3-b]pyridines: An Intramolecular N-Alkylation of Pyrrole Ring under Acid Conditions. -Depending on reaction conditions, the new heterocycles (V) and (VII) are formed from the 4-unsubstituted derivative (IVa). The 4-methyl substituent in (IVb) is proposed to prevent the pyrrolizine formation. The mechanisms behind the different acidic rearrangement reactions are discussed. -(KOSULINA, D. Y.; VASILIN, V. K.; STROGANOVA*, T. A.; KAKLYUGINA, T. Y.; KRAPIVIN, G. D.; J.
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