Issue 7, 2019

Aerobic oxidative alkynylation of H-phosphonates and amides: an efficient route for the synthesis of alkynylphosphonates and ynamides using a recyclable Cu–MnO catalyst

Abstract

An atom-economical and efficient route for the synthesis of alkynylphosphonates and ynamides by aerobic oxidative alkynylation of H-phosphonates and amides with both aliphatic and aromatic alkynes using our synthesized recyclable heterogeneous Cu–MnO catalyst has been developed. The phosphorylation was carried out under base- and ligand-free conditions, and in the presence of air as the sole oxidant. The reaction is compatible with a wide variety of functional groups and generates alkynylphosphonate and ynamide products in good to excellent yields. Both reactions can be scaled up to the gram scale without any decrease in the reaction yield and the reaction time is less compared to literature reports. The catalyst is recyclable and reused several times without any significant loss of reactivity.

Graphical abstract: Aerobic oxidative alkynylation of H-phosphonates and amides: an efficient route for the synthesis of alkynylphosphonates and ynamides using a recyclable Cu–MnO catalyst

Supplementary files

Article information

Article type
Paper
Submitted
07 Feb 2019
Accepted
03 Mar 2019
First published
05 Mar 2019

Catal. Sci. Technol., 2019,9, 1691-1698

Aerobic oxidative alkynylation of H-phosphonates and amides: an efficient route for the synthesis of alkynylphosphonates and ynamides using a recyclable Cu–MnO catalyst

H. Singh, T. Sahoo, C. Sen, S. M. Galani and S. C. Ghosh, Catal. Sci. Technol., 2019, 9, 1691 DOI: 10.1039/C9CY00275H

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