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Novel and Efficient Access to Flavones under Mild Conditions: Aqueous HI‐Mediated Cascade Cyclization/Oxidative Radical Reaction of 2‐Propynolphenols
Author(s) -
Song XianRong,
Li Ren,
Yang Tao,
Chen Xi,
Ding Haixin,
Xiao Qiang,
Liang YongMin
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801154
Subject(s) - chemistry , flavones , aqueous solution , oxidative phosphorylation , bond cleavage , cascade , cascade reaction , combinatorial chemistry , transformation (genetics) , organic chemistry , stereochemistry , photochemistry , medicinal chemistry , catalysis , biochemistry , chromatography , gene
Herein we disclose a metal‐free and efficient method for the direct conversion of 2‐propynolphenols to biologically important flavones using aqueous HI as the promoter. This transformation was proved via 4‐iodo‐2 H ‐chromenes intermediate, which was simultaneously conversed to corresponding flavones by a C sp2 −I bond cleavage and a C–O bond formation under air.