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InCl3-catalyzed 5-exo-dig cyclization/1,6-conjugate addition of N-propargylamides with p-QMs to construct oxazole derivatives

Abstract

An InCl3-catalyzed atom-economic intramolecular 5-exo-dig cyclization/1,6-conjugate addition/aromatization of N-propargylamides with p-QMs to produce oxazoles tethering diarylmethane has been successfully developed. InCl3 not only served as Lewis acid to catalyze the cyclization of propargylic amides but also activated the carbonyl of p-QMs to achieve the 1,6-addition process in a one-pot manner. The reaction has attractive features, including mild reaction conditions, broad scope of substrates, good yields, and scalability.

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Supplementary files

Article information


Submitted
13 Dec 2019
Accepted
11 Feb 2020
First published
12 Feb 2020

Org. Biomol. Chem., 2020, Accepted Manuscript
Article type
Paper

InCl3-catalyzed 5-exo-dig cyclization/1,6-conjugate addition of N-propargylamides with p-QMs to construct oxazole derivatives

G. Nan, X. Li, T. Yao, T. Yan, M. Li and L. Wen, Org. Biomol. Chem., 2020, Accepted Manuscript , DOI: 10.1039/C9OB02651G

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