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Kinuta, Hirotaka; Tobisu, Mamoru; Chatani, Naoto
Journal of the American Chemical Society, 02/2015, Letnik: 137, Številka: 4Journal Article
The rhodium-catalyzed reaction of aryl 2-pyridyl ethers with a diboron reagent results in the formation of arylboronic acid derivatives via activation of the C(aryl)–O bonds. The straightforward synthesis of 1,2-disubstituted arenes was enabled through catalytic ortho C–H bond functionalization directed by the 2-pyridyloxy group followed by substitution of this group with a boryl group. Several control experiments revealed that the presence of a sp2 nitrogen atom at the 2-position of the substrate and the use of a boron-based reagent were crucial for the activation of the relatively inert C(aryl)–O bond of aryl 2-pyridyl ethers.
