Organic Chemistry Portal



Transient Imine as a Directing Group for the Metal-Free o-C-H Borylation of Benzaldehydes

Supriya Rej and Naoto Chatani*

*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email:

S. Rej, N. Chatani, J. Am. Chem. Soc., 2021, 143, 2920-2929.

DOI: 10.1021/jacs.0c13013 (free Supporting Information)

see article for more reactions


A selective and mild C-H borylation of electron-deficient benzaldehyde derivatives employs a simple metal-free approach with an imine as transient directing group. The reaction selectively occurs at the o-C-H bond of the benzaldehyde moiety.

see article for more examples

proposed mechanism

Key Words


ID: J48-Y2021