Department of Chemistry , Fudan University , Shanghai 200433 , China.
College of Chemistry and Molecular Engineering , Peking University , Beijing 100871 , China.
Org Lett. 2018 Apr 6;20(7):1995-1998. doi: 10.1021/acs.orglett.8b00545. Epub 2018 Mar 20.
The first successful catalytic borylation of unactivated aromatic C-N bonds of tertiary anilines without the preactivation or any directing groups is demonstrated. The reactivity of both N,N-dialkylarylamines and N-arylpyrroles were investigated systematically, and the targeted products were furnished in moderate to good yields. The DFT calculation results indicated that the catalytic cycle is furnished via a five-membered cyclic transition-state due to the steric hindrance of the Ni/NHC catalytic system.
首次实现了无需预活化或任何导向基团的未活化芳族 C-N 键的叔芳基苯胺的首例催化硼化反应。系统研究了 N,N-二烷基芳基胺和 N-芳基吡咯的反应性，目标产物以中等至良好的产率得到。DFT 计算结果表明，由于 Ni/NHC 催化体系的空间位阻，催化循环通过五元环过渡态提供。
