O2‐Mediated Oxidation of Aminoboranes through 1,2‐N Migration |
| |
Authors: | Marian Rauser Daniel P. Warzecha Prof. Dr. Meike Niggemann |
| |
Affiliation: | Institute of Organic Chemistry, RWTH Aachen University, Aachen, Germany |
| |
Abstract: | In analogy to the classical reaction of C?B bonds with peroxides, the first oxidative functionalization of aminoboranes through a 1,2‐N migration was realized. Readily available aliphatic nitro compounds are thereby transformed into N‐ and O‐functionalized hydroxylamines in a single synthetic operation. Addition of hazardous peroxides is avoided. Instead, the insertion of O2, as the terminal oxidant, into Zn?C bonds provides the necessary peroxides. The required zinc organyls, in turn, are formed through a boron‐to‐zinc exchange, from an organoboronic ester byproduct of the nitro‐to‐aminoborane transformation. |
| |
Keywords: | aminoborane functionalization oxidation oxygen peroxides zinc |
|
|