Selective Hydrolysis of Phosphorus(V) Compounds to Form Organophosphorus Monoacids

Document Type

Article

Publication Date

6-14-2021

Publication Title

Organic and Biomolecular Chemistry

Issue

27

First page number:

1

Last page number:

8

Abstract

An azide and transition metal-free method for the synthesis of elusive phosphonic, phosphinic, and phosphoric monoacids has been developed. Inert pentavalent P(V)-compounds (phosphonate, phosphinate, and phosphate) are activated by triflate anhydride (Tf2O)/pyridine system to form a highly reactive phosphoryl pyridinium intermediate that undergoes nucleophilic substitution with H2O to selectively deprotect one alkoxy group and form organophosphorus monoacids.

Disciplines

Chemistry

Language

English

UNLV article access

Search your library

Share

COinS