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Abstract

The DBU-mediated annulations of 2-aryl-3-nitro-2H-chromenes with 1,3-cyclohexanediones have been developed. This reaction involves a highly efficient domino sequence consisting of regioselective intermolecular Michael addition, intramolecular nucleophilic addition and aromatization as key unit steps. The reaction appears to be general for a variety of 2-aryl-3-nitro-2H-chromenes and tolerates the presence of aromatic moieties with electron-withdrawing and electron-donating substituents. This transformation provides a straightforward synthetic protocol for constructing benzofuro[2,3-c]chromenone derivatives.

Details

Title
DBU-mediated annulation of 2-aryl-3-nitro-2H-chromenes with 1,3-cyclohexanediones for the synthesis of benzofuro[2,3-c]chromenone derivatives
Author
Dai Chenlu 1 ; Xie Zengyang 2 ; Xushun, Qing 1 ; Luo Naili 1 ; Wang Cunde 1   VIAFID ORCID Logo 

 Yangzhou University, School of Chemistry and Chemical Engineering, Yangzhou, People’s Republic of China (GRID:grid.268415.c) 
 Jining Medical University, College of Basic Medicine, Jining, People’s Republic of China (GRID:grid.449428.7) (ISNI:0000 0004 1797 7280) 
Pages
191-200
Publication year
2020
Publication date
Feb 2020
Publisher
Springer Nature B.V.
ISSN
13811991
e-ISSN
1573501X
Source type
Scholarly Journal
Language of publication
English
ProQuest document ID
2196101069
Copyright
Molecular Diversity is a copyright of Springer, (2019). All Rights Reserved.