Issue 10, 2018

An efficient synthesis of 16H-dibenzo[2,3:6,7][1,4]oxazepino[5,4-b]quinazolin-16-ones via an Ullmann reaction catalyzed by CuI

Abstract

CuI functions as a mild Lewis acid catalyst to promote the condensation and cyclization reaction of 2-amino-N-(2-hydroxyphenyl)benzamide and 2-bromobenzaldehyde to build the quinazoline moiety first. With the addition of Cs2CO3, it also can catalyse the subsequent intramolecular Ullmann type reaction to give 16H-dibenzo[2,3:6,7][1,4]oxazepino[5,4-b]quinazolin-16-ones in good yields.

Graphical abstract: An efficient synthesis of 16H-dibenzo[2,3:6,7][1,4]oxazepino[5,4-b]quinazolin-16-ones via an Ullmann reaction catalyzed by CuI

Supplementary files

Article information

Article type
Paper
Submitted
02 Jan 2018
Accepted
07 Feb 2018
First published
07 Feb 2018

Org. Biomol. Chem., 2018,16, 1679-1685

An efficient synthesis of 16H-dibenzo[2,3:6,7][1,4]oxazepino[5,4-b]quinazolin-16-ones via an Ullmann reaction catalyzed by CuI

Y. Zhang, J. Liu and X. Wang, Org. Biomol. Chem., 2018, 16, 1679 DOI: 10.1039/C8OB00005K

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