Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles

The kinetic and thermodynamic stability of C(sp3)–C(sp3) bonds makes the site-selective activation of these motifs a real synthetic challenge. In view of this, herein a site-selective method of C(sp3)–C(sp3) bond scission of amines, specifically morpholine and piperazine derivatives, using a cheap i...

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Bibliographic Details
Main Authors: David K. Leonard, Wu Li, Nils Rockstroh, Kathrin Junge, Matthias Beller
Format: Article
Language:English
Published: Elsevier 2021-09-01
Series:Catalysis Communications
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S156673672100056X
Description
Summary:The kinetic and thermodynamic stability of C(sp3)–C(sp3) bonds makes the site-selective activation of these motifs a real synthetic challenge. In view of this, herein a site-selective method of C(sp3)–C(sp3) bond scission of amines, specifically morpholine and piperazine derivatives, using a cheap iron catalyst and air as a sustainable oxidant is reported. Furthermore, a statistical design of experiments (DoE) is used to evaluate multiple reaction parameters thereby allowing for the rapid development of a catalytic process.
ISSN:1873-3905