Leibniz-Institut für Katalyse an der, Universität Rostock, Albert-Einstein-Straße 29a, 18059, Rostock, Germany.
Angew Chem Int Ed Engl. 2019 Apr 8;58(16):5417-5421. doi: 10.1002/anie.201814146. Epub 2019 Mar 18.
A procedure for the synthesis of N-methyl-arylamines directly from nitroarenes using methanol as green methylating agent was developed. The key to success is the use of a specific catalyst system consisting of palladium acetate and the ligand 1-[2,6-bis(isopropyl)phenyl]-2-[tert-butyl(2-pyridinyl)phosphino]-1H-Imidazole (L1). The generality of this protocol is demonstrated in the synthesis of more than 20 N-methyl-arylamines under comparably mild conditions. Combining this novel methodology with subsequent coupling processes using the same catalyst allows for efficient diversification of aromatic nitro compounds to a broad variety of amines including drug molecules.
开发了一种直接从硝基芳烃使用甲醇作为绿色甲基化试剂合成 N-甲基芳胺的方法。成功的关键是使用由醋酸钯和配体 1-[2,6-双（异丙基）苯基]-2-[叔丁基（2-吡啶基）膦基]-1H-咪唑（L1）组成的特定催化剂体系。该方案的通用性在 20 多种 N-甲基芳胺的合成中得到了证明，条件相对温和。将这种新方法与使用相同催化剂的后续偶联过程相结合，可以有效地将芳香族硝基化合物多样化成各种胺类，包括药物分子。
