Superacid-promoted synthesis of quinoline derivatives
Author ORCID Identifier
Douglas Klumpp:https://orcid.org/0000-0001-5271-699X
Publication Title
Tetrahedron Letters
ISSN
00404039
E-ISSN
43909
Document Type
Article
Abstract
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.
Publication Date
3-19-2020
DOI
10.1016/j.tetlet.2020.151630
Keywords
Heterocycle, Quinoline, Superacid, Superelectrophile
Recommended Citation
Vuong, Hien; Stentzel, Michael R.; and Klumpp, Douglas A., "Superacid-promoted synthesis of quinoline derivatives" (2020). NIU Bibliography. 437.
https://huskiecommons.lib.niu.edu/niubib/437
Department
Department of Chemistry and Biochemistry