Silica Gel Promotes Cascade Synthesis of 2-(Heteroaryl)acetamide Derivatives from Isocyanides, Dialkylamines, and Heteroarylcarbaldehydes

Addition of an isocyanide to an iminium ion intermediate that forms from the reaction between a heteroarylcarbaldehyde and a secondary amine leads to formation of sterically congested 2-(heteroaryl)acetamide derivatives in the presence of silica gel at room temperature. The structures of the products were deduced from their 1 Tietze , L. F. ; Modi , A. Multicomponent domino reactions for the synthesis of biologically active natural products and drugs . Med. Res. Rev. 2000 , 20 , 304 .[Crossref], [PubMed], [Web of Science ®] , [Google Scholar]H NMR, 13 Ugi , I. ; Steinbrückner , C. Über ein neues Kondensations-Prinzip . Angew. Chem. 1960 , 72 , 267 .[Crossref], [Web of Science ®] , [Google Scholar]C NMR, and infrared spectra and mass spectrometry.