Copper-Catalyzed Boroaminomethylation of Olefins to γ-Boryl Amines with CO as C1 Source
Dr. Fu-Peng Wu
Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, Germany
Search for more papers by this authorHui-Qing Geng
Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, Germany
Search for more papers by this authorCorresponding Author
Prof. Dr. Xiao-Feng Wu
Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, Germany
Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023 Dalian, Liaoning, China
Search for more papers by this authorDr. Fu-Peng Wu
Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, Germany
Search for more papers by this authorHui-Qing Geng
Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, Germany
Search for more papers by this authorCorresponding Author
Prof. Dr. Xiao-Feng Wu
Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, Germany
Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023 Dalian, Liaoning, China
Search for more papers by this authorAbstract
Boroaminomethylation of olefins is an efficient process to convert hydrocarbons directly into boron-, nitrogen-containing molecules. Such chemicals are a good handle for obtaining more complexed amine derivatives through the various transformations of organoboron. However, using simple and easily available CO as the C1 feedstock to achieve boroaminomethylation is still elusive. Here we report a copper-catalyzed boroaminomethylation of olefins with CO as the C1 source via the mechanism of a carbene insertion into the N−H bond. This method affords valuable γ-boryl amines from four inexpensive readily chemicals. The wide synthetic transformations of the γ-boryl amines demonstrates their utility. Notably, 13C labeling studies revealed that the −CH2-building block was derived from one molecule of CO.
Open Research
Data Availability Statement
Data sharing is not applicable to this article as no new data were created or analyzed in this study.
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