M. Cao, Yi Fang, Ying-Chun Wang
Apr 10, 2020
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0
Influential Citations
14
Citations
Journal
ACS combinatorial science
Abstract
Cerium(III) triflate-catalyzed multicomponent reactions between alkynyl carboxylic acids, tert-butyl isocyanide and organic azides have been developed. In the presence of Ce(OTf)3 (10 mol%), the cascade reaction of one molecule of alkynyl carboxylic acid with three molecules of tert-butyl isocyanides proceeds chemoselectively and regioselectively via a triple and ordered isocyanide insertion process at room temperature, and then the Cesium-catalyzed [3+2] cycloaddtion reaction between the resulted alkynyl oxazole and organic azides was further initiated by the temperature elevation (100 oC), thereby leading to multi-substituted triazole-oxazole derivatives in practical, time-saving, one-pot operations. Furthermore, some of the synthesized target compounds showed potential anticancer activities against MGC803 (human gastric cancer cell) with IC50 values below 20 μmol L-1.