Synthesis of Alicyclic 2-Methylenethiazolo[2,3-b]quinazolinone Derivatives via Base-Promoted Cascade Reactions

نویسندگان

چکیده

Abstract The synthesis of alicyclic 2-methylenethiazolo[2,3-b]quinazo­l­inones is performed via base-promoted cascade reactions, starting from either β-amino propargylamides using carbon disulfide, or ethyl 2-isothiocyanatocarboxylates by addition propargylamine. In both cases the reaction proceeds way a favoured 5-exo-dig process during second ring closure, as confirmed full NMR spectroscopic assignments. Moreover, high-yielding retro­-Diels–Alder (RDA) on norbornene derivatives leading to 2-methylene-2H-thiazolo[3,2-a]pyrimidin-5(3H)-ones. obtained compounds exert modest antiproliferative activities against panel human gynaecological cancer cell lines.

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ژورنال

عنوان ژورنال: Synthesis

سال: 2021

ISSN: ['1791-5155', '1791-5856']

DOI: https://doi.org/10.1055/s-0040-1720028