145083-91-6Relevant academic research and scientific papers
Ytterbium-Catalyzed Intramolecular [3 + 2] Cycloaddition based on Furan Dearomatization to Construct Fused Triazoles
Xu, Xiaoming,Zhong, Ying,Xing, Qingzhao,Gao, Ziwei,Gou, Jing,Yu, Binxun
supporting information, p. 5176 - 5181 (2020/07/14)
The 1,2,3-triazole-containing polycyclic architecture widely exists in a broad spectrum of synthetic bioactive molecules, and the development of expeditious methods to synthesize these skeletons remains a challenging task. In this work, the catalytic cyclization of biomass-derived 2-furylcarbinols with an azide to form fused triazoles is described. This approach takes advantage of a single catalyst Yb(OTf)3 and operates via a furfuryl-cation-induced intramolecular [3 + 2] cycloaddition/furan ring-opening cascade.
Synthesis of fused 1,2,4-thiadiazolines by intramolecular cycloaddition-elimination reactions of 4-methyl-5-(cyano tethered)imino-Δ2-1,2,3,4-thiatriazolines
L'abbe,Leurs
, p. 7505 - 7518 (2007/10/02)
A series of 5-imino-1,2,3,4-thiatriazolines, bearing a cyano tether at the imine function, were prepared and converted into fused 1,2,4-thiadiazole derivatives by thermolysis; these are 12a→13, 20a→21, 20b→22 and 29→30 (Schemes 2-5). In one case, the precursor thiatriazole also underwent an intramolecular cycloaddition-elimination reaction to give a fused 1,2,4-thiadiazole; namely 17a→18. Thiatriazoline 33, with an aryl group attached directly to the imine function, thermolyzed to the benzothiazole 34.
