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Isocyanide Heterodimerization-Triggered Three-Component Reaction: Diversity-Oriented Synthesis of Quinoxalines.

Authors :
Bao L
Li M
Zhang L
Xue Y
Dong J
Xu X
Source :
Organic letters [Org Lett] 2023 Apr 07; Vol. 25 (13), pp. 2366-2371. Date of Electronic Publication: 2023 Mar 29.
Publication Year :
2023

Abstract

Known isocyanide-based multicomponent reactions (IMCRs) are usually triggered by addition of the isocyano group to the strong electrophilic component. We herein report a new isocyanide-based three-component reaction, in which an unprecedented quinoxaline-based zwitterionic intermediate is generated from the chemoselective heterodimerization of weak electrophilic ortho -diisocyanoarenes and common isocyanides. This reactive zwitterion could react in situ with various trapping agents to furnish a range of structurally diverse quinoxalines.

Details

Language :
English
ISSN :
1523-7052
Volume :
25
Issue :
13
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
36988211
Full Text :
https://doi.org/10.1021/acs.orglett.3c00794