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Synthesis of 2-aryl quinazolinonesviairon-catalyzed cross-dehydrogenative coupling (CDC) between N-H and C-H bonds

Cited 37 time in Web of Science Cited 37 time in Scopus
Authors

Jang, Yoonkyung; Lee, Seok Beom; Hong, Junhwa; Chun, Simin; Lee, Jeeyeon; Hong, Suckchang

Issue Date
2020-07
Publisher
Royal Society of Chemistry
Citation
Organic and Biomolecular Chemistry, Vol.18 No.28, pp.5435-5441
Abstract
Herein, we describe the direct synthesis of quinazolinonesviacross-dehydrogenative coupling between methyl arenes and anthranilamides. The C-H functionalization of the benzylic sp(3)carbon is achieved by di-t-butyl peroxide under air, and the subsequent amination-aerobic oxidation process completes the annulation process. Iron catalyzed the whole reaction process and various kinds of functional groups were tolerated under the reaction conditions, providing 31 examples of 2-aryl quinazolinones using methyl arene derivatives in yields of 57-95%. The synthetic potential has been demonstrated by the additional synthesis of aryl-containing heterocycles.
ISSN
1477-0520
URI
https://hdl.handle.net/10371/202005
DOI
https://doi.org/10.1039/d0ob00866d
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  • College of Pharmacy
  • Department of Manufacturing Pharmacy
Research Area Development of methodologies using metal catalyst, Total synthesis of natural products

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