Synthesis of novel pyranopyridothienopyrimidines derivatives based on fused thieno[3,2-d][1,3]oxazin-4-one.

Dabaeva, Valya V.; Barkhudaryants, Iren M.; Paronikyan, Ervand G.; Dashyan, Shushanik Sh.; Baghdasaryan, Meri R.

This study details the development of an effective synthetic method and proposes a reaction mechanism for the preparation of fused thieno[3,2-d][1,3]oxazine from the corresponding amino acid. Investigation into the nature of primary amine properties on reactions with condensed thieno[3,2-d]oxazine revealed their role in forming either fused thieno[3,2-e]pyridines or thieno[3,2-d]pyrimidines. Furthermore, synthesis reaction mechanisms for both tri- and tetracyclic systems were provided. Notably, regioselective alkylation of condensed thieno[3,2-d]pyrimidin-(3H)-one led to the synthesis novel N-alkyl derivatives.

PYRIMIDINES; AMINO acids; PYRIDINE; ALKYLATION; AMINES; OXAZINES

ARKIVOC: Online Journal of Organic Chemistry, 2024, Vol 2024, p1

1551-7004

Academic Journal

10.24820/ark.5550190.p012.264