Title

Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates

Document Type

Article

Publication Date

4-16-2018

Publication Title

Angewandte Chemie - International Edition

Volume

57

Issue

22

First page number:

6624

Last page number:

6628

Abstract

A strategy for the direct functionalization strategy of inertial dialkyl phosphonates with hydroxy compounds to afford diverse mixed phosphonates with good yields and functional‐group tolerance has been developed. Mechanistic investigations involving both NMR studies and DFT studies suggest that an unprecedented highly reactive PV species (phosphoryl pyridin‐1‐ium salt), a key intermediate for this new synthetic transformation, is generated in situ from dialkyl phosphonate in the presence of Tf2O/pyridine.

Keywords

Alkyloxylation; Aryloxylation; DFT study; Phosphonates; Phosphoryl pyridin-1-ium

Disciplines

Chemistry

Language

English

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