A simple and accurate method has been provided to quantify the PBC vector at the supramolecular level in an organic molecular system, and the PBC theory has also been further demonstrated and developed in the morphology prediction of organic spir...
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Nickel‐catalyzed Nucleophilic C‐Borylation of Imines
Von Wiley-VCH zur Verfügung gestellt
The first Ni-catalyzed C -borylation of imine is disclosed. The addition of a boryl group gave the α-aminoboronate derivatives which were used for a peptide analog of bioactive compounds after treatment with Ac2O. A wide variety of aryl imines were tolerated under the developed conditions. The reaction of N-benzylimine was also accepted.
Abstract
Application of bioisostere plays an important role in drug discovery. α-Aminoboronic acid is the familiar bioisostere of α-amino acid. Developing reactions for the synthesis of a wide variety of α-aminoboronic acid is one important task for synthetic chemistry. Herein, we report the development of nucleophilic C-borylation chemistry for N-arylimines catalyzed by nickel. The reaction proceeds through the insertion of a borylnickel species into the C=N bond to afford the corresponding α-aminoboronate, which was isolated as acetamide after trapping with acetic anhydride. N-Benzyl imine is also tolerated by the developed reaction.
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