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.

Keywords

• C–H activation
• hypervalent iodine
• indoleBX
• indoles
• pyridinones
• rhodium catalysis