Influence of 1,3-Difluorobenzene Substituents for Palladium-Catalyzed Direct Arylations

被引:10
作者
Yan, Tao [1 ]
Bheeter, Charles Beromeo [1 ]
Doucet, Henri [1 ]
机构
[1] Univ Rennes 1, Inst Sci Chim Rennes, UMR 6226, CNRS, F-35042 Rennes, France
关键词
Palladium; Biaryls; Cross-coupling; C-C coupling; C-H activation; Regioselectivity; INTERMOLECULAR DIRECT ARYLATION; CROSS-COUPLING REACTIONS; HETEROAROMATIC-COMPOUNDS; STRAIGHTFORWARD ACCESS; ARYL BROMIDES; POLYFLUOROARENES; DERIVATIVES; MECHANISM; HALIDES; MILD;
D O I
10.1002/ejoc.201301131
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The influence of electron-withdrawing and electron-donating substituents (nitro, nitrile, chloro, bromo, methoxy or amino) on 1,3-difluorobenzenes in their palladium-catalysed direct C2 arylation has been explored. With most substituents, the reaction proceeds nicely using air-stable palladium catalysts (0.5-2 mol-%) and KOAc/DMA. In general, very regioselective C2-arylation was observed. Moreover, a variety of substituents on the aryl bromide coupling partner (ester, acetyl, formyl, nitro, nitrile, trifluoromethyl, chloro, fluoro or methyl) was tolerated.
引用
收藏
页码:7152 / 7163
页数:12
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