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Issue 15, 2019
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Rh-Catalyzed intramolecular decarbonylative cyclization of ortho-formyl group tethered alkylidenecyclopropanes (ACPs) for the construction of 2-methylindenes

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Abstract

A Rh-catalyzed intramolecular cascade decarbonylative cyclization reaction of ortho-formyl group-tethered alkylidenecyclopropanes (ACPs) has been developed, affording 2-methylindenes in moderate to good yields. The reaction proceeded through a decarbonylative generation of Rh–H species, intramolecular migratory insertion, β-carbon elimination, and a reductive elimination from a π-allylic rhodium intermediate on the basis of a deuterium-labeling experiment as well as other control experiments.

Graphical abstract: Rh-Catalyzed intramolecular decarbonylative cyclization of ortho-formyl group tethered alkylidenecyclopropanes (ACPs) for the construction of 2-methylindenes

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Publication details

The article was received on 09 May 2019, accepted on 06 Jun 2019 and first published on 10 Jun 2019


Article type: Research Article
DOI: 10.1039/C9QO00614A
Org. Chem. Front., 2019,6, 2667-2671

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    Rh-Catalyzed intramolecular decarbonylative cyclization of ortho-formyl group tethered alkylidenecyclopropanes (ACPs) for the construction of 2-methylindenes

    X. Fan, R. Liu, Y. Wei and M. Shi, Org. Chem. Front., 2019, 6, 2667
    DOI: 10.1039/C9QO00614A

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