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Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

ABSTRACT: Herein we report a [5 + 2 - 1] transformation though catalytic decarbonylative coupling between isatins and alkynes, which provides a unique way to synthesize 2-quinolinone derivatives. A broad range of alkynes can be coupled efficiently with high regioselectivity. This reaction is proposed to go through C-C activation of isatins, followed by decarbonylation and alkyne insertion. Directing group (DG) plays a critical role in this transformation. Assisted by the DG, the C-C cleavage of isatins occurs at room temperature.

SUBMITTER: Zeng R

PROVIDER: S-EPMC4452207 | biostudies-literature | 2015 Feb

REPOSITORIES: biostudies-literature

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Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

Zeng Rong R Dong Guangbin G

Journal of the American Chemical Society 20150115 4

Herein we report a [5 + 2 - 1] transformation though catalytic decarbonylative coupling between isatins and alkynes, which provides a unique way to synthesize 2-quinolinone derivatives. A broad range of alkynes can be coupled efficiently with high regioselectivity. This reaction is proposed to go through C-C activation of isatins, followed by decarbonylation and alkyne insertion. Directing group (DG) plays a critical role in this transformation. Assisted by the DG, the C-C cleavage of isatins oc ...[more]

PMID: 25569352

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