Catalytic Ester and Amide to Amine Interconversion: Nickel-Catalyzed Decarbonylative Amination of Esters and Amides by C-O and C-C Bond Activation

Huifeng Yue; Lin Guo; Hsuan-Hung Liao; Yunfei Cai; Chen Zhu; Magnus Rueping

doi:10.1002/anie.201611819

Catalytic Ester and Amide to Amine Interconversion: Nickel-Catalyzed Decarbonylative Amination of Esters and Amides by C-O and C-C Bond Activation

Angew Chem Int Ed Engl. 2017 Apr 3;56(15):4282-4285. doi: 10.1002/anie.201611819. Epub 2017 Mar 15.

Authors

Huifeng Yue¹, Lin Guo¹, Hsuan-Hung Liao¹, Yunfei Cai¹, Chen Zhu¹, Magnus Rueping^{1

2}

Affiliations

¹ Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
² King Abdullah University of Science and Technology (KAUST), KAUST Catalysis Center (KCC), Thuwal, 23955-6900, Saudi Arabia.

PMID: 28294473
DOI: 10.1002/anie.201611819

Abstract

An efficient nickel-catalyzed decarbonylative amination reaction of aryl and heteroaryl esters has been achieved for the first time. The new amination protocol allows the direct interconversion of esters and amides into the corresponding amines and represents a good alternative to classical rearrangements as well as cross coupling reactions.

Keywords: amination; arenes; esters; nickel; reaction mechanisms.

Publication types

Research Support, Non-U.S. Gov't