Oxidative Difunctionalization of Alkenyl MIDA Boronates: A Versatile Platform for Halogenated and Trifluoromethylated α‐Boryl Ketones. (22nd July 2016)

• Record Type: Journal Article
• Authors: Lv, Wen‐Xin; Zeng, Yao‐Fu; Li, Qingjiang; Chen, Yunyun; Tan, Dong‐Hang; Yang, Ling; Wang, Honggen
• Is Part Of: Angewandte Chemie. Volume 128:Number 34(2016)
• Page Start: 10223
• Page End: 10227
• Publication Date: 2016-07-22
• Subjects: Alkene -- Halogenierungen -- Organoborverbindungen -- Oxidationen -- Trifluormethylierungen; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201604898
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: The synthesis of halogenated and trifluoromethylated α‐boryl ketones via a one‐pot oxidative difunctionalization of alkenyl MIDA boronates is reported. These novel densely functionalized organoborons bearing synthetically and functionally valuable carbonyl, halogen/CF3 and boronate moieties within the same molecule are synthetically challenging for the chemist, but have great synthetic potential, as demonstrated by their applications in a straightforward synthesis of borylated furans. The generality of this reaction was extensively investigated. This reaction is attractive since the starting materials, alkenyl MIDA boronates, are easily accessible.