Journal
TETRAHEDRON LETTERS
Volume 55, Issue 4, Pages 799-802Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.11.098
Keywords
Phosphine oxides; Halogenation; Polymeric reagents; Chlorophosphonium salts
Categories
Funding
- University of Nottingham
- EPSRC [EP/J000868/1]
- EPSRC [EP/H018034/1, EP/J000868/1, EP/K031082/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/J000868/1, EP/H018034/1, EP/K031082/1] Funding Source: researchfish
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The conversion of a commercially available polystyrene supported phosphine oxide into synthetically useful polymeric halophosphonium salts using oxalyl chloride/bromide takes place at room temperature in 5 min and generates only CO and CO2 as by-products. The polymeric halophosphonium salts so obtained are useful reagents for Appel halogenations and other dehydrative coupling reactions. This gives rise to a simple three-step synthesis cycle for Appel and related reactions using a commercially available polymeric phosphine oxide with very simple purification and no phosphorus waste. (C) 2013 Elsevier Ltd. All rights reserved.
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