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

Naoto Chatani, Shuhei Yorimitsu, Taku Asaumi, Fumitoshi Kakiuchi, Shinji Murai

Research output: Contribution to journalArticle

61 Citations (Scopus)

Abstract

The reaction of N-pyridylindolines with CO and ethylene in the presence of Ru3(CO)12 results in direct carbonylation at a C-H bond δ to the pyridine Sp2 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.

Original languageEnglish
Pages (from-to)7557-7560
Number of pages4
JournalJournal of Organic Chemistry
Volume67
Issue number21
DOIs
Publication statusPublished - 2002 Oct 18
Externally publishedYes

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Carbonylation
Alkenes
Carbon Monoxide
Nitrogen
Substrates
pyridine

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Ru3(CO)12-catalyzed C-H/CO/olefin coupling of N-pyridylindolines. Direct carbonylation at a C-H bond δ to the pyridine nitrogen. / Chatani, Naoto; Yorimitsu, Shuhei; Asaumi, Taku; Kakiuchi, Fumitoshi; Murai, Shinji.

In: Journal of Organic Chemistry, Vol. 67, No. 21, 18.10.2002, p. 7557-7560.

Research output: Contribution to journalArticle

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AU - Asaumi, Taku

AU - Kakiuchi, Fumitoshi

AU - Murai, Shinji

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