Journal
CHEMICAL SCIENCE
Volume 13, Issue 10, Pages 2981-2984Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1sc06508d
Keywords
-
Categories
Funding
- National Natural Science Foundation of China [22022114, 21971261]
- Guangdong Basic and Applied Basic Research Foundation [2020A1515010624]
- Fundamental Research Funds for the Central Universities [20ykzd12]
- Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program [2017BT01Y093]
Ask authors/readers for more resources
In this study, a hypervalent iodine-mediated oxidative gem-difluorination strategy was developed for the construction of gem-difluorinated alkylborons via an unusual 1,2-hydrogen migration event. The protocol showed high regio- and chemoselectivity and provided easy access to a broad range of beta-difluoroalkylborons under mild reaction conditions. The value of these products was demonstrated by transforming the boryl group into other valuable functional groups, offering a wide range of difluorine-containing molecules.
beta-Difluoroalkylborons, featuring functionally important CF2 moiety and synthetically valuable boron group, have great synthetic potential while remaining synthetically challenging. Herein we report a hypervalent iodine-mediated oxidative gem-difluorination strategy to realize the construction of gem-difluorinated alkylborons via an unusual 1,2-hydrogen migration event, in which the (N-methyliminodiacetyl) boronate (BMIDA) motif is responsible for the high regio- and chemoselectivity. The protocol provides facile access to a broad range of beta-difluoroalkylborons under rather mild conditions. The value of these products was demonstrated by further transformations of the boryl group into other valuable functional groups, providing a wide range of difluorine-containing molecules.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available