Vuong Hein, Stentzel Michael R, Klumpp Douglas A
Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, IL 60115.
Tetrahedron Lett. 2020 Mar 19;61(12). doi: 10.1016/j.tetlet.2020.151630. Epub 2020 Jan 14.
A series of vinylogous imines have been prepared from anilines and cinnamaldehydes. These substrates react in superacidic media to provide quinolines and related compounds. A mechanism for the conversion is proposed which involves the cyclization of dicationic superelectrophilic intermediates. Aromatization of the quinoline ring is thought to occur by superacid-promoted elimination of benzene.
已经从苯胺和肉桂醛制备了一系列乙烯型亚胺。这些底物在超酸性介质中反应生成喹啉及相关化合物。提出了一种转化机理,该机理涉及双阳离子超亲电中间体的环化。喹啉环的芳构化被认为是通过超酸促进的苯消除反应发生的。