Oxidative Difunctionalization of Alkenyl MIDA Boronates: A Versatile Platform for Halogenated and Trifluoromethylated α-Boryl Ketones.
نویسندگان
چکیده
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.
منابع مشابه
Vinyl MIDA boronate: a readily accessible and highly versatile building block for small molecule synthesis
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A transition-metal-free method has been developed for the boryl substitution of functionalized aryl-, heteroaryland alkenyl halides with a silylborane in the presence of an alkali-metal alkoxide. The basemediated boryl substitution of organohalides with a silylborane was recently reported to provide the corresponding borylated products in good to high yields, and exhibit good functional group c...
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The study and optimization of small molecule function is often impeded by the time-intensive and specialist-dependent process that is typically used to make such compounds. In contrast, general and automated platforms have been developed for making peptides, oligonucleotides, and increasingly oligosaccharides, where synthesis is simplified to iterative applications of the same reactions. Inspir...
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ورودعنوان ژورنال:
- Angewandte Chemie
دوره 55 34 شماره
صفحات -
تاریخ انتشار 2016