Angewandte Chemie International Edition ( IF 12.102 ) Pub Date : 2017-12-28 , DOI: 10.1002/anie.201710931 Yi-Hung Chen, Simon Graßl, Paul Knochel
Aryl- and heteroarylzinc pivalates can be aminated with O-benzoylhydroxylamines at 25 °C within 2–4 h in the presence of 2.5–5.0 % CoCl2⋅2 LiCl to furnish the corresponding tertiary arylated or heteroarylated amines in good yields. This electrophilic amination also provides access to diarylamines and aryl(heteroaryl)amines. A new tuberculosis drug candidate (Q203) was prepared in six steps and 56 % overall yield by using this cobalt-catalyzed amination as the key step.
Animating aminations: A range of aryl- and heteroarylzinc pivalates underwent cobalt-catalyzed electrophilic aminations with O-benzoylhydroxylamines in good yields under mild conditions. This reaction can be applied to prepare arylamines and diarylamines. A new tuberculosis drug candidate was prepared in six steps and 56 % overall yield by using the cobalt-catalyzed amination as the key step.