Issue 43, 2020

Iodine catalyzed one-pot four component synthesis of coumarinyl phosphoramidates via sequential addition of reactants

Abstract

An unprecedented synthetic route for the preparation of a library of novel coumarinyl phosphoramidate derivatives via iodine catalysed one-pot four component reactions of ethyl 4-bromo-3-oxo-alkanoate, sodium azide, trialkyl phosphites, and phenols in the ethanol solvent is reported here. The reaction proceeds via the nucleophilic substitution reaction, phosphoramidate rearrangement and Pechmann cyclization with C–C, C–O, C–N and N–P bond formation. The prominent features of this procedure are simple one-pot operation, cost effective, non-toxic and excellent yields of the products.

Graphical abstract: Iodine catalyzed one-pot four component synthesis of coumarinyl phosphoramidates via sequential addition of reactants

Supplementary files

Article information

Article type
Letter
Submitted
04 Sep 2020
Accepted
30 Sep 2020
First published
01 Oct 2020

New J. Chem., 2020,44, 18573-18578

Iodine catalyzed one-pot four component synthesis of coumarinyl phosphoramidates via sequential addition of reactants

M. Imrankhan and K. Shivashankar, New J. Chem., 2020, 44, 18573 DOI: 10.1039/D0NJ04445H

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