4.5 Article

Rhodium(I)-Catalyzed Regioselective C-H Alkenylation of 2,2′-Bipyridine Derivatives with Alkynes

Journal

SYNTHESIS-STUTTGART
Volume 54, Issue 17, Pages 3729-3738

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1790-0869

Keywords

rhodium; C-H activation; rollover cyclometalation; alkenylation; 2,2 '-bipyridine

Funding

  1. National Natural Science Foundation of China [22071068]

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In this work, a Rh(I)-catalyzed C3-alkenylation of 2,2'-bipyridine-6-carboxamide with terminal and internal alkynes was developed, providing an efficient access to a broad range of alkenylated 2,2'-bipyridine derivatives with exclusive regioselectivity and stereoselectivity. Deuterium labeling experiments indicate that an irreversible rollover C-H activation process is involved in this reaction.
In this work, a Rh(I)-catalyzed C3-alkenylation of 2,2'-bipyridine-6-carboxamide with terminal and internal alkynes was developed, providing an efficient access to a broad range of alkenylated 2,2'-bipyridine derivatives with exclusive regioselectivity and stereoselectivity. Deuterium labeling experiments indicate that an irreversible rollover C-H activation process is involved in this reaction.

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