Ligand‐Promoted Non‐Directed C−H Cyanation of Arenes1. Issue 9 (16th January 2019)

• Record Type: Journal Article
• Authors: Liu, Luo‐Yan; Yeung, Kap‐Sun; Yu, Jin‐Quan
• Is Part Of: Chemistry. Volume 25:Issue 9(2019)
• Page Start: 2199
• Page End: 2202
• Publication Date: 2019-01-16
• Subjects: 2-pyridone -- arenes -- C−H activation -- cyanation -- palladium; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201805772
• Languages: English
• ISSNs: 0947-6539

Abstract

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 ( k H / k D =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. Abstract : A 2‐pyridone accelerated non‐directed C−H cyanation with an arene as the limiting reagent is reported. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment ( k H / k D =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.