4.8 Article

Oxidative Difunctionalization of Alkenyl MIDA Boronates: A Versatile Platform for Halogenated and Trifluoromethylated α-Boryl Ketones

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 34, 页码 10069-10073

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201604898

关键词

alkenes; halogenation; organoboron; oxidation; trifluoromethylation

资金

  1. 1000-Youth Talents Plan
  2. Sun Yat-sen University
  3. State Key Laboratory of Natural and Biomimetic Drugs [K20150215]
  4. National Natural Science Foundation of China [81402794, 21472250]

向作者/读者索取更多资源

The synthesis of halogenated and trifluoromethylated alpha-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.

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