Copper and l-(−)-quebrachitol catalyzed hydroxylation and amination of aryl halides under air. Issue 33 (13th August 2020)

• Record Type: Journal Article
• Authors: Liang, Xinjie; Li, Hui; Du, Fangyu; Zhang, Yongsheng; Dong, Jinhua; Bao, Xuefei; Wu, Ying; Chen, Guoliang
• Is Part Of: Tetrahedron letters. Volume 61:Issue 33(2020)
• Publication Date: 2020-08-13
• Subjects: l-(−)-Quebrachitol -- Phenols -- Aryl amines -- Amination -- Hydroxylation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.152222
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: New application of l -quebrachitol. A green method for hydroxylation and amination of aryl halides was developed. 100 g-scale synthesis. Abstract: l -(−)-Quebrachitol, a natural product obtained from waste water of the rubber industry, was utilized as an efficient ligand for the copper-catalyzed hydroxylation and amination of aryl halides to selectively give phenols and aryl amines in water or 95% ethanol. In addition, the hydroxylation of 2-chloro-4-hydroxybenzoic acid was validated on a 100-g scale under air.