Das Somnath, Natarajan Palani, König Burkhard
Fakultät für Chemie und Pharmazie, Universität Regensburg, 93040, Regensburg, Germany.
Department of Chemistry and Centre for Advance Studies (CAS), Panjab University, Chandigarh, U.T., India.
Chemistry. 2017 Dec 22;23(72):18161-18165. doi: 10.1002/chem.201705442. Epub 2017 Dec 7.
The C-H amination of benzene derivatives was achieved using DDQ as photocatalyst and BocNH as the amine source under aerobic conditions and visible light irradiation. Electron-deficient and electron-rich benzenes react as substrates with moderate to good product yields. The amine scope of the reaction comprises Boc-amine, carbamates, pyrazoles, sulfonimides and urea. Preliminary mechanistic investigations indicate arene oxidation by the triplet of DDQ to radical cations with different electrophilicity and a charge transfer complex between the amine and DDQ as intermediate of the reaction.
在有氧条件和可见光照射下，以DDQ为光催化剂、BocNH为胺源实现了苯衍生物的C-H胺化反应。缺电子和富电子苯作为底物反应，产物收率中等至良好。该反应的胺范围包括Boc-胺、氨基甲酸酯、吡唑、磺酰亚胺和尿素。初步机理研究表明，DDQ的三线态将芳烃氧化为具有不同亲电性的自由基阳离子，并且胺与DDQ之间的电荷转移络合物是该反应的中间体。
