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Chen, Yi-Hung; Grassl, Simon; Knochel, Paul (2018): Cobalt-Catalyzed Electrophilic Amination of Aryl- and Heteroarylzinc Pivalates with N-Hydroxylamine Benzoates. In: Angewandte Chemie-International Edition, Vol. 57, No. 4: pp. 1108-1111
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Aryl- and heteroarylzinc pivalates can be aminated with O-benzoylhydroxylamines at 25 degrees C within 2-4 h in the presence of 2.5-5.0% CoCl2 center dot 2LiCl 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.