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Reactivity of (poly)fluorobenzamides in palladium-catalysed direct arylations

机译：（聚）氟苯甲酰胺在钯催化的直接芳基的反应性

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摘要

The influence of fluoro-substituents on secondary and tertiary benzamides on the regioselectivity of palladium-catalysed direct arylations was studied. With most (poly)fluoro-substituted tertiary benzamides, the arylations proceed very regioselectively at ortho -positions of the fluoro substituents using 1 mol% of air-stable palladium catalysts and PivOK/DMA as the reaction conditions. With the 3,5-difluoro-substituted secondary benzamides, quite regioselective arylations at C4-positions were observed. For these reactions, a variety of substituents on the aryl bromide, such as ester, propionyl, acetyl, formyl, nitro, nitrile, trifluoromethyl, chloro, fluoro or methyl, was tolerated. These results reveal that under our reaction conditions, fluoro substituents act as better directing groups than amides in the palladium-catalysed direct arylations.
机译：研究了氟代取代基对亚叔丁酰胺对钯催化直接芳基的区域选择性的影响。随着大多数（多）氟取代的叔苯胺，芳族地区在氟代取代基的邻位下，使用1摩尔％的空气稳定的钯催化剂和PiVok / DMA作为反应条件，在氟代取代基的邻位进行非常区域。利用3,5-二氟取代的二次苯胺，观察到C4-位置处的完全区域选择性浓缩。对于这些反应，耐受芳基溴的各种取代基，例如酯，丙酰基，乙酰基，甲酰基，硝基，腈，三氟甲基，氯，氟或甲基。这些结果表明，在我们的反应条件下，氟代取代基与钯催化的直接芳酰胺中的酰胺相当于比酰胺更好。

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