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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Veröffentlicht in: | Catalysis communications 2021-09, Vol.157, p.106333, Article 106333 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 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.
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•We present a novel protocol for site-selective C(sp3)–C(sp3) bond scissions.•Morpholines and piperazines react using an Fe catalyst and air as a sustainable oxidant.•Key for the rapid development is the use of statistical design of experiments (DoE). |
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ISSN: | 1566-7367 1873-3905 |
DOI: | 10.1016/j.catcom.2021.106333 |