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Ligand-Promoted Non-Directed C-H Cyanation of Arenes.

ABSTRACT: This article reports the first example of a 2-pyridone accelerated non-directed C-H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (kH /kD =4.40) indicates that the C-H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.

SUBMITTER: Liu LY

PROVIDER: S-EPMC6599606 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature

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Ligand-Promoted Non-Directed C-H Cyanation of Arenes.

Liu Luo-Yan LY Yeung Kap-Sun KS Yu Jin-Quan JQ

Chemistry (Weinheim an der Bergstrasse, Germany) 20190116 9

This article reports the first example of a 2-pyridone accelerated non-directed C-H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (k<sub>H</sub> /k<sub>D</sub> =4.40) indicates that the C-H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method. ...[more]

PMID: 30478935

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