Commercial Pd/C-Catalyzed N-Methylation of Nitroarenes and Amines Using Methanol as Both C1 and H2 Source
Commercial Pd/C-Catalyzed N-Methylation of Nitroarenes and Amines Using Methanol as Both C1 and H2 Source
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DOI：
10.1021/acs.joc.9b02141
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发表时间：
2019-12-06
影响因子：
3.6
通讯作者：
Natte, Kishore
中科院分区：
文献类型：
--
作者：
Goyal, Vishakha;Gahtori, Jyoti;Natte, Kishore
在此，我们报告了市售的碳载钯（Pd/C）催化的N-甲基化硝基芳烃和胺使用甲醇作为C1和H-2源。这种转变通过借氢机制以高原子经济性和环境友好的方式进行。总共>30种结构不同的N-甲胺，包括生物活性化合物，被选择性地合成，分离产率高达95%。此外，通过后期功能化，实现了非甾体抗炎药尼美舒利的选择性N-甲基化和氘代化。
Herein, we report commercially available carbon-supported-palladium (Pd/C)-catalyzed N-methylation of nitroarenes and amines using MeOH as both a C1 and a H-2 source. This transformation proceeds with high atom-economy and in an environmentally friendly way via borrowing hydrogen mechanism. A total of >30 structurally diverse N-methylamines, including bioactive compounds, were selectively synthesized with isolated yields of up to 95%. Furthermore, selective N-methylation and deuteration of nimesulide, a nonsteroidal anti-inflammatory drug, were realized through the late-stage functionalization.