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

ABSTRACT: Pd(II)-catalyzed ?-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.

SUBMITTER: Spangler JE

PROVIDER: S-EPMC4822695 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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

Spangler Jillian E JE Kobayashi Yoshihisa Y Verma Pritha P Wang Dong-Hui DH Yu Jin-Quan JQ

Journal of the American Chemical Society 20150910 37

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. ...[more]

PMID: 26322957

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