Molecular Oxygen-Mediated Radical Alkylation of C(sp)-H Bonds with Boronic Acids.

Org Lett

Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210023, China.

Published: April 2021

AI Article Synopsis

  • A direct and specific method was developed to alkylate (sp)C-H bonds using aliphatic boronic acids.
  • By heating glycinates and amines with these alkylboronic acids in the presence of oxygen, researchers synthesized various unnatural α-amino acids and peptides.
  • This approach allowed for good yields of the desired products, showcasing a new way to create complex organic compounds.

Article Abstract

A direct and site-specific alkylation of (sp)C-H bond with aliphatic boronic acid was achieved. By simply heating glycinates and amines together with alkylboronic acids under an oxygen atmosphere, a variety of unnatural α-amino acids and peptides could be obtained in good yields.

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http://dx.doi.org/10.1021/acs.orglett.1c00948DOI Listing

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