Keywords
α-methylene condensation
cyclization
2- pyrrolidinone
polycyclic thieno[3
2-d]pyrimidinone.
How to Cite
Abstract
A novel polycyclic arylidene thieno[3,2-d]pyrimidinone, (E)-5-(2,4- dimethoxybenzylidene)-3-methyl-6,7-dihydropyrrolo[1,2-a]thieno[3,2-d]pyrimidin-9(5H)- one (6a-b), was synthesized from ethyl 3-amino-4-methylthiophene-2-carboxylate (3) through a two-step cyclization sequence followed by condensation of the α-methylene moiety with an aromatic aldehyde. The synthetic strategy enabled sequential construction of the fused heterocyclic framework and subsequent introduction of an arylidene fragment at the reactive α-methylene position. The structures of the synthesized intermediates and target compound were characterized by 1H and 13C NMR spectroscopy and high-resolution mass spectrometry (HRMS). The obtained results demonstrate the applicability of this synthetic approach to the preparation of structurally differentiated polycyclic thieno[3,2- d]pyrimidinone derivatives.References
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