311341-94-3Relevant articles and documents
Synthesis and transformations of stereoisomeric ethyl 2-isothiocyanato-1-cyclopentanecarboxylates
Palko,Evanics,Bernath,Fulop
, p. 779 - 782 (2000)
Ethyl cis- and trans-2-isothiocyanato-1-cyclopentanecarboxylates 2 and 7 were prepared by the reaction of the corresponding alicyclic ethyl 2-amino-1-carboxylates and thiophosgene. The cis-Isothiocyanato compound 2 underwent ring closure with amines in on
Synthesis of Alicyclic 2-Methylenethiazolo[2,3- b ]quinazolinone Derivatives via Base-Promoted Cascade Reactions
El Haimer, Mohamed,Schelz, Zsuzsanna,Faragó, Tünde,Palkó, Márta,Zupkó, István
, (2021/12/20)
The synthesis of alicyclic 2-methylenethiazolo[2,3-b]quinazolinones is performed via base-promoted cascade reactions, starting from either alicyclic β-amino propargylamides using carbon disulfide, or from alicyclic ethyl 2 isothiocyanatocarboxylates by addition of propargylamine. In both cases the cascade reaction proceeds by way of a favoured 5-exo-dig process during the second ring closure, as confirmed by full NMR spectroscopic assignments. Moreover, a high-yielding retro-Diels Alder (RDA) reaction is performed on the norbornene derivatives leading to 2-methylene-2H-thiazolo[3,2-a]pyrimidin-5(3H)-ones. The obtained compounds exert modest antiproliferative activities against a panel of human gynaecological cancer cell lines.
