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Issue 41, 2017
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I2-Catalyzed cross dehydrogenative coupling: rapid access to benzoxazinones and quinazolinones

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Abstract

An efficient and applicable I2-catalyzed intramolecular dehydrogenative C–O/C–N coupling reaction via activating the C–H bond adjacent to the N atom has been developed to provide dozens of substituted benzoxazinones (31 examples) and quinazolinones (5 examples) in good to excellent yields (up to 98%). This one-pot methodology has significant advantages, including a metal-free process, broad substrate scope, high atom economy, and simple operation. This strategy goes through an iminium intermediate followed by nucleophilic attack to provide the desired products.

Graphical abstract: I2-Catalyzed cross dehydrogenative coupling: rapid access to benzoxazinones and quinazolinones

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Supplementary files

Article information


Submitted
16 Aug 2017
Accepted
03 Oct 2017
First published
03 Oct 2017

Org. Biomol. Chem., 2017,15, 8770-8779
Article type
Paper

I2-Catalyzed cross dehydrogenative coupling: rapid access to benzoxazinones and quinazolinones

K. Chen, B. Gao, Y. Shang, J. Du, Q. Gu and J. Wang, Org. Biomol. Chem., 2017, 15, 8770
DOI: 10.1039/C7OB02038D

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