Issue 89, 2018

Early transition metal-catalyzed C–H alkylation: hydroaminoalkylation for Csp3–Csp3 bond formation in the synthesis of selectively substituted amines

Abstract

Hydroaminoalkylation is a 100% atom economic method for forming Csp3–Csp3 bonds through C–H activation α to an amine and subsequent reaction with an alkene. When catalyzed by early transition metals, this reaction allows for alternative disconnections for the synthesis of structurally complex amines. This method avoids the installation of protecting groups or directing groups and does not require added oxidants, or photoredox catalysts. In this feature article, we discuss the various selectively substituted amines that can be accessed by hydroaminoalkylation, with a special focus on the development of early transition metal catalysts for their rapid, step and atom efficient assembly.

Graphical abstract: Early transition metal-catalyzed C–H alkylation: hydroaminoalkylation for Csp3–Csp3 bond formation in the synthesis of selectively substituted amines

Article information

Article type
Feature Article
Submitted
07 Aug 2018
Accepted
14 Sep 2018
First published
18 Oct 2018

Chem. Commun., 2018,54, 12543-12560

Early transition metal-catalyzed C–H alkylation: hydroaminoalkylation for Csp3–Csp3 bond formation in the synthesis of selectively substituted amines

P. M. Edwards and L. L. Schafer, Chem. Commun., 2018, 54, 12543 DOI: 10.1039/C8CC06445H

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