Alcohol-initiated dediazoniation of aryldiazonium ions to aryl radicals: a simple and efficient route to arylboronates. (1st September 2018)

• Record Type: Journal Article
• Authors: Zhang, Xiulian; Zhang, Zhicheng; Xie, Yongbin; Jiang, Yujie; Xu, Ruibo; Luo, Yuhui; Tao, Chuanzhou
• Is Part Of: Journal of chemical research. Volume 42:Number 9(2018)
• Page Start: 481
• Page End: 485
• Publication Date: 2018-09-01
• Subjects: Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751918X15362432558247
• Languages: English
• ISSNs: 1747-5198

Abstract

A simple and efficient access to arylboronates was achieved with methanol-initiated borylation of aryldiazonium salts. Reduction of aryldiazonium ions by single electron transfer from methanol affords aryl radical species, which undergo a subsequent C-B bond formation with bis(pinacolato)diboron. This highly practical borylation process, which can be carried out on the gram-scale, enjoys operational simplicity as well as mild and catalyst-free conditions.