The Rh(III)-catalyzed C-8 selective direct alkylation and alkynylation of quinoline N-oxides has been developed. The reactions proceeded highly efficiently at room temperature over a broad range of substrates with excellent regioselectivity and functional group tolerance. This development demonstrates the synthetic utility of the N-oxide directing group as a stepping stone for remote C-H functionalization of quinolines.
The Co(III)-catalyzed direct C–H
amidation of arenes has
been developed using O-acylcarbamates as a convenient
amino source. This reaction proceeded in high efficiency under external
oxidant-free conditions with a broad range of arene substrates, including
6-arylpurines bearing sensitive functional groups, thus furnishing
synthetically versatile arene N-carbamate products.
N-Substituted hydroxylamines such as aroyloxy- or acyloxycarbamates were successfully employed as synthetically versatile amino precursors in the iridium-catalyzed direct C-H amidation of arenes. The reaction proceeds smoothly at room temperature over a broad range of substrates with high functional group tolerance to afford N-substituted arylamine products.
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