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Site-Selective C-H Amidation of 2-Aryl Quinazolinones Using Nitrene Surrogates

Cited 6 time in Web of Science Cited 6 time in Scopus
Authors

Kim, Saegun; Jeoung, Daeun; Kim, Kunyoung; Lee, Seok Beom; Lee, Suk Hun; Park, Min Seo; Ghosh, Prithwish; Mishra, Neeraj Kumar; Hong, Suckchang; Kim, In Su

Issue Date
2020-12-13
Publisher
John Wiley & Sons Ltd.
Citation
European Journal of Organic Chemistry, Vol.2020 No.46, pp.7134-7143
Abstract
The site-selective modifications of quinazolinones constitute a pivotal topic in drug discovery and material science. Herein, we describe the rhodium(III)-catalyzed C-H amidation of 2-aryl quinazolin-4(3H)-ones with a range of nitrene surrogates including dioxazolones, organic azides, andN-methoxyamides. Complete site-selectivity and functional group tolerance are observed. Notably, the large-scale reaction and late-stage functionalization highlight the synthetic potential of the developed protocol. Combined mechanistic investigations elucidate a plausible reaction mechanism of this process.
ISSN
1434-193X
URI
https://hdl.handle.net/10371/202000
DOI
https://doi.org/10.1002/ejoc.202001128
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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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