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Rhodium-catalyzed C-H functionalization of heteroarenes using indoleBX hypervalent iodine reagents.

ABSTRACT: The C-H indolation of heteroarenes was realized using the benziodoxolone hypervalent iodine reagents indoleBXs. Functionalization of the C-H bond in bipyridinones and quinoline N-oxides catalyzed by a rhodium complex allowed to incorporate indole rings into aza-heteroaromatic compounds. These new transformations displayed complete regioselectivity for the C-6 position of bipyridinones and the C-8 position of quinoline N-oxides and tolerated a broad range of functionalities, such as halogens, ethers, or trifluoromethyl groups.

SUBMITTER: Grenet E

PROVIDER: S-EPMC6009173 | biostudies-other | 2018

REPOSITORIES: biostudies-other

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Rhodium-catalyzed C-H functionalization of heteroarenes using indoleBX hypervalent iodine reagents.

Grenet Erwann E Das Ashis A Caramenti Paola P Waser Jérôme J

Beilstein journal of organic chemistry 20180525

The C-H indolation of heteroarenes was realized using the benziodoxolone hypervalent iodine reagents indoleBXs. Functionalization of the C-H bond in bipyridinones and quinoline <i>N</i>-oxides catalyzed by a rhodium complex allowed to incorporate indole rings into aza-heteroaromatic compounds. These new transformations displayed complete regioselectivity for the C-6 position of bipyridinones and the C-8 position of quinoline <i>N</i>-oxides and tolerated a broad range of functionalities, such as ...[more]

PMID: 29977388

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