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Formal (4+2) cycloaddition of azoalkenes with trifluoromethylimidoyl sulfoxonium ylides: synthesis of trifluoromethyl pyridazine derivatives.

Authors :
Wang J
Wang SS
Xiao J
He YJ
Wu XY
Li X
Liu PN
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2023 Oct 17; Vol. 59 (83), pp. 12495-12498. Date of Electronic Publication: 2023 Oct 17.
Publication Year :
2023

Abstract

CF <subscript>3</subscript> -substituted imidoyl sulfoxonium ylides (TFISYs) are extraordinarily versatile and powerful synthons for use in cyclization chemistry that affords diverse CF <subscript>3</subscript> -substituted N-heterocycles. We first reacted TFISYs as a two-atom synthon with readily available azoalkenes and then subjected the products to metal-free formal (4+2) cycloaddition chemistry. This protocol features mild conditions and broad substrate scope, is simple to operate, and provides highly functionalized trifluoromethylpyridazines that are widely found in bioactive molecules.

Details

Language :
English
ISSN :
1364-548X
Volume :
59
Issue :
83
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
37786379
Full Text :
https://doi.org/10.1039/d3cc03950a