Cobalt Catalyzed, Regioselective C(sp2)–H Activation of Amides with 1,3-Diynes
2017
Kathiravan, Subban | Nicholls, Ian A.
The development of a first row transition metal (cobalt)-based catalyst for the as yet unexplored C–H activation-driven reaction of 1,3-diynes, themselves a functional class of interest in a range of application areas, to form isoquinolinones—an important structural motif in a number of biologically active substances—is presented. This versatile and inexpensive catalyst employs a covalently attached bidendate-directing group, 8-aminoquinoline. The template directs the C–H activation and facilitates the synthesis of a wide range of alkynylated heterocycles under mild conditions and with excellent regioselectivity. This strategy provides a novel and efficient route to diverse heterocyclic frameworks as demonstrated by its late stage application in bisheterocycle syntheses.
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