Issue 70, 2021

N-Hydroxyphthalimide-catalyzed chemoselective intermolecular benzylic C–H amination of unprotected arylalkanols

Abstract

N-Hydroxyphthalimide-catalyzed chemoselective benzylic C(sp3)–H amination of unprotected arylalkanols using bis(2,2,2-trichloroethyl)azodicarboxylate has been developed. The use of 1,1,1,3,3,3-hexafluoropropan-2-ol as a solvent plays a critical role in chemoselectivity. The conversion of an aminated product to the corresponding free amino alcohol was also demonstrated.

Graphical abstract: N-Hydroxyphthalimide-catalyzed chemoselective intermolecular benzylic C–H amination of unprotected arylalkanols

Supplementary files

Article information

Article type
Communication
Submitted
29 Jun 2021
Accepted
29 Jul 2021
First published
30 Jul 2021

Chem. Commun., 2021,57, 8742-8745

N-Hydroxyphthalimide-catalyzed chemoselective intermolecular benzylic C–H amination of unprotected arylalkanols

M. Shibuya, T. Orihashi, Y. Li and Y. Yamamoto, Chem. Commun., 2021, 57, 8742 DOI: 10.1039/D1CC03466A

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