A New Method for Aromatic Difluoromethylation: Copper-Catalyzed Cross-Coupling and Decarboxylation Sequence from Aryl Iodides

被引:285
作者
Fujikawa, Kenichi [1 ]
Fujioka, Yasutaka [1 ]
Kobayashi, Akira [2 ]
Amii, Hideki [1 ,2 ]
机构
[1] Kobe Univ, Grad Sch Sci, Dept Chem, Kobe, Hyogo 6578501, Japan
[2] Gunma Univ, Dept Chem & Chem Biol, Grad Sch Engn, Gunma 3768515, Japan
关键词
MEDIATED FLUOROALKYLATION REACTIONS; OXIDATIVE TRIFLUOROMETHYLATION; REDUCTIVE ELIMINATION; BOND-FORMATION; PALLADIUM; ACIDS; BROMODIFLUOROACETATE; FLUORINATION; REACTIVITY; INHIBITORS;
D O I
10.1021/ol202289z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new methodology for aromatic difluoromethylation is described. Aryl iodides reacted with alpha-silyldifluoroacetates upon treatment with copper catalyst in DMSO or DME to give the corresponding aryldifluoroacetates in moderate to good yields. The subsequent hydrolysis of aryldifluoroacetates and KF-promoted decarboxylation afforded a variety of difluoromethyl aromatics.
引用
收藏
页码:5560 / 5563
页数:4
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