α-Arylation of Saturated Azacycles and N-Methylamines via Palladium(II)-Catalyzed C(sp(3))-H Coupling.

Jillian E Spangler, Yoshihisa Kobayashi, Pritha Verma, Dong-Hui Wang, Jin-Quan Yu

Journal of the American Chemical Society 2015 Sep 23

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Pd(II)-catalyzed α-C(sp(3))-H arylation of pyrrolidines, piperidines, azepanes, and N-methylamines with arylboronic acids has been developed for the first time. This transformation is applicable to wide arrays of pyrrolidines and boronic acids, including heteroaromatic boronic acids. A diastereoselective one-pot heterodiarylation of pyrrolidines has also been achieved.

Citation

Jillian E Spangler, Yoshihisa Kobayashi, Pritha Verma, Dong-Hui Wang, Jin-Quan Yu. α-Arylation of Saturated Azacycles and N-Methylamines via Palladium(II)-Catalyzed C(sp(3))-H Coupling. Journal of the American Chemical Society. 2015 Sep 23;137(37):11876-9