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
Repository Citation
Huang, H.,
Denne, J.,
Yang, C.,
Wang, H.,
Kang, J.
(2018).
Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates.
Angewandte Chemie - International Edition, 57(22),
6624-6628.
http://dx.doi.org/10.1002/anie.201802082