Palladium-Catalyzed α-Arylation of Aryl Nitromethanes.

Palladium-Catalyzed α-Arylation of Aryl Nitromethanes.
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DOI:
10.1021/acs.orglett.5b02793
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发表时间:
2015-12-04
期刊:
影响因子:
5.2
通讯作者:
Kozlowski MC
Kozlowski MC
中科院分区:
化学1区
文献类型:
--
作者:
VanGelder KF;Kozlowski MC

文献摘要

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用平行的微型实验发现了芳基硝基甲烷α-芳基化反应的催化条件,尽管先前有两篇报道称这些芳基硝基甲烷前体缺乏反应活性。该方法有效地提供了多种取代的、可分离的二芳基硝基甲烷。此外,可以将两个不同的芳基顺序地加到硝基甲烷上。确定了温和的氧化条件,通过Nef反应得到了相应的二苯甲酮类化合物,并对还原条件进行了优化,得到了几种二芳基甲胺。
Catalytic conditions for the α-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef reaction, and reduction conditions were optimized to afford several diaryl methylamines.