Issue 8, 2021

Redox-neutral functionalization of α-Csp3–H bonds of secondary cyclic amines: a highly atom-economical strategy for N-arylation/formal cross-dehydrogenative couplings

Abstract

An efficient redox-neutral method has been developed for α-Csp3–H functionalization of secondary cyclic amines via concurrent N-arylation/formal cross dehydrogenation coupling (CDC) with sp2-C–H and sp3-C–H bonds of arenes and ketones, respectively. The developed protocol is operationally simple, highly atom economical and environmentally benign (E-factor = ca. 0.5). The reaction mechanism has been explained based on the control experiments and examination of reactive intermediates by mass spectrometry.

Graphical abstract: Redox-neutral functionalization of α-Csp3–H bonds of secondary cyclic amines: a highly atom-economical strategy for N-arylation/formal cross-dehydrogenative couplings

Supplementary files

Article information

Article type
Communication
Submitted
16 Dec 2020
Accepted
24 Mar 2021
First published
25 Mar 2021

Green Chem., 2021,23, 2950-2955

Redox-neutral functionalization of α-Csp3–H bonds of secondary cyclic amines: a highly atom-economical strategy for N-arylation/formal cross-dehydrogenative couplings

P. Jha, S. Husen and R. Kumar, Green Chem., 2021, 23, 2950 DOI: 10.1039/D0GC04258G

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