Document Type
Article
Publication Date
8-2015
Publication Title
Tetrahedron Letters
Volume
56
Issue
40
Pages
5390-5392
Publisher Name
Elsevier
Abstract
A cascade reaction sequence involving a Beckmann rearrangement on benzophenone oxime followed by an electrophilic aromatic substitution (EAS) on the intermediate nitrilium ion affords N-phenyl diaryl imines that may then be hydrolyzed to ketones, or reduced to the corresponding amines. Reaction with benzonitrile afforded 2,4-diphenylquinazoline through a Beckmann–Ritter–EAS cascade.
Recommended Citation
Sarsah, Samuel; Lutz, Marlon R. Jr.; Bobb, Kailyn Chichi; and Becker, Daniel. Metal-Free Tandem Beckmann–Electrophilic Aromatic Substitution Cascade Affording Diaryl Imines, Ketones, Amines, and Quinazolines. Tetrahedron Letters, 56, 40: 5390-5392, 2015. Retrieved from Loyola eCommons, Chemistry: Faculty Publications and Other Works, http://dx.doi.org/10.1016/j.tetlet.2015.07.095
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Copyright Statement
© Elsevier Ltd. 2015
Comments
Author Posting. © Elsevier Ltd. 2015. This is the author's version of the work. This article is posted here by permission of Elsevier for personal use, not for redistribution. The article was published in Tetrahedron Letters, vol. 60, no. 40, 2015, https://doi.org/10.1016/j.tetlet.2015.07.095.