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Ir(III)-Catalyzed Carbocarbation of Alkynes through Undirected Double C-H Bond Activation of Anisoles.

ABSTRACT: A novel, electron-deficient cyclopentadienyl iridium(III) catalyst enables sequential cleavage of arene C(sp2)-H and methoxy C(sp3)-H bonds of anisoles, generating reactive metalacycles that insert difluoroalkynes to afford chromenes under mild reaction conditions. This transformation is an arylalkylation of an alkyne-a carbocarbation-via a nonchelate-assisted cleavage of two C-H bonds.

SUBMITTER: Romanov-Michailidis F

PROVIDER: S-EPMC5972829 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Ir(III)-Catalyzed Carbocarbation of Alkynes through Undirected Double C-H Bond Activation of Anisoles.

Romanov-Michailidis Fedor F Ravetz Benjamin D BD Paley Daniel W DW Rovis Tomislav T

Journal of the American Chemical Society 20180411 16

A novel, electron-deficient cyclopentadienyl iridium(III) catalyst enables sequential cleavage of arene C(sp<sup>2</sup>)-H and methoxy C(sp<sup>3</sup>)-H bonds of anisoles, generating reactive metalacycles that insert difluoroalkynes to afford chromenes under mild reaction conditions. This transformation is an arylalkylation of an alkyne-a carbocarbation-via a nonchelate-assisted cleavage of two C-H bonds. ...[more]

PMID: 29641190

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