Abstract
A method for cobalt-catalyzed ortho-C–H functionalization annulation of arenes and alkenes with alkynylsilanes assisted by 8-aminoquinolyl auxiliary has been described. Alkynylsilanes were employed as the coupling partners to react with a broad range of benzamides and acrylamides, affording the corresponding isoquinolone and pyridone derivatives in moderate to high yields. It is worth noting that the silyl group in the final products can be retained or removed by switching the reaction conditions.
Highlights
A method for cobalt-catalyzed ortho-C–H functionalization annulation of arenes and alkenes with alkynylsilanes assisted by 8-aminoquinolyl auxiliary has been described
Cobalt has been widely used as a catalyst in various C–H bond functionalization reactions due to its unique catalytic reactivity and being inexpensive with low toxicity.[5]
Strategies involving bidentate directing groups have proved to be highly effective in Pd, Ru, Ni, Cu, Fe, and Co-catalyzed C(sp2)–H and C(sp3)–H bond functionalization reactions to realize a variety of useful transformations.[11,12]
Summary
A method for cobalt-catalyzed ortho-C–H functionalization annulation of arenes and alkenes with alkynylsilanes assisted by 8-aminoquinolyl auxiliary has been described. Over the past few decades, transition-metal-catalyzed direct functionalization of inert C–H bonds has aroused tremendous attention for the efficient construction of structurally diversi ed and synthetically useful heterocycles in a step- and atom-economical manner.[2] Among various reaction patterns of C–H bond functionalization, the annulation of C(sp2)–H bonds with alkynes and alkenes has attracted considerable interest owing to the huge value of the corresponding isoquinolone products in both academic research and industry.[3] the involvement of expensive h and sixth row metal-based complexes, including palladium, rhodium, ruthenium and iridium, was indispensable in these transformations.
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