Issue 75, 2021

Facile synthesis of α-aminophosphine oxides from diarylphosphine oxides, arynes and formamides

Abstract

The straightforward synthesis of α-amino phosphine oxides via three-component reactions involving arynes, formamides and diarylphosphine oxides is disclosed. This method employs the aryne to activate formamide, without an external activating reagent, which is operationally simple under mild conditions with high efficiency. Furthermore, mechanistic perception suggests a cascade sequence including formal [2 + 2] cycloaddition of the aryne with a C[double bond, length as m-dash]O bond, and a 1,4-addition of the H–P(O) compounds to the enamine intermediates.

Graphical abstract: Facile synthesis of α-aminophosphine oxides from diarylphosphine oxides, arynes and formamides

Supplementary files

Article information

Article type
Communication
Submitted
28 Jul 2021
Accepted
19 Aug 2021
First published
19 Aug 2021

Chem. Commun., 2021,57, 9578-9581

Facile synthesis of α-aminophosphine oxides from diarylphosphine oxides, arynes and formamides

W. Huang, L. Qiu, F. Ren and L. He, Chem. Commun., 2021, 57, 9578 DOI: 10.1039/D1CC04101K

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