4.7 Article

Ru3(CO)12-catalyzed C-H/CO/olefin coupling of N-pyridylindolines.: Direct carbonylation at a C-H bond δ to the pyridine nitrogen

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 67, Issue 21, Pages 7557-7560

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0259865

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The reaction of N-pyridylindolines with CO and ethylene in the presence of Ru-3(CO)(12) results in direct carbonylation at a C-H bond delta to the pyridine sp(2) nitrogen, which represents a new type of C-H/CO/olefin coupling. The presence of a pyridine ring as a directing group on the substrates is essential for the reaction to proceed. The choice of N,N-dimethylacetamide (DMA) as the solvent is crucial for the reaction to proceed efficiently.

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