Issue 16, 2020

Recent advances in phosphoranyl radical-mediated deoxygenative functionalisation

Abstract

Alcohols and carboxylic acids have been established as versatile building blocks in the assembly of various carbon frameworks. The deoxygenative functionalisation is one of the most attractive approaches for the conversion of these abundant materials into high-value products. However, the direct deoxygenative transformation under mild conditions has long been a challenging task in organic synthesis due to the lack of efficient methods for the activation of strong C–O bonds (102 kcal mol−1). Recently, the strategy of visible light photocatalytic phosphoranyl radical fragmentation provides a novel and powerful platform for C–O, N–O and S[double bond, length as m-dash]O bond activation. This highlight mainly discusses recent breakthroughs in phosphoranyl radical-mediated deoxygenative functionalisations of alcohols, carboxylic acids, oximes and sulfoxides with a particular emphasis on reaction scopes and mechanism.

Graphical abstract: Recent advances in phosphoranyl radical-mediated deoxygenative functionalisation

Article information

Article type
Highlight
Submitted
29 mei 2020
Accepted
10 jul 2020
First published
10 jul 2020

Org. Chem. Front., 2020,7, 2319-2324

Recent advances in phosphoranyl radical-mediated deoxygenative functionalisation

X. Hu, Y. Hou, Z. Liu and Y. Gao, Org. Chem. Front., 2020, 7, 2319 DOI: 10.1039/D0QO00643B

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