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Synthesis 2017; 49(11): 2435-2442
DOI: 10.1055/s-0036-1588739
DOI: 10.1055/s-0036-1588739
paper
An Efficient Synthesis of 3-Phosphorylated Benzoxaboroles via the Pudovik Reaction
Authors
Further Information
Publication History
Received: 10 December 2016
Accepted after revision: 10 February 2017
Publication Date:
14 March 2017 (online)
Dedicated to Prof. Dr. Michael Schmittel on the occasion of his 60th birthday
Abstract
A simple, fast and efficient synthesis of 3-phosphorylated benzoxaboroles using the Pudovik reaction is reported. A number of diverse 3-(dialkoxyphosphoryl)-1-hydroxy-3H-2,1-benzoxaboroles were synthesised in 70–86% yield. Interesting hydrogen bond features were observed in the crystal lattice of the 5-chlorinated 3-bis(benzyloxy)phosphoryl derivative with both inter- and intramolecular C–H···O hydrogen bonds. Additionally, linear chains of intermolecular O–H···O hydrogen bonds were observed.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588739.
- Supporting Information (PDF)
Primary Data
- Primary data for this article are available online at http://www.thieme-connect.com/products/ejournals/journal/10.1055/s-00000084
and can be cited
using the following DOI: 10.4125/pd0089th.
- Primary Data (ZIP)
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