Literature DB >> 22437367

A convenient and mild chromatography-free method for the purification of the products of Wittig and Appel reactions.

Peter A Byrne1, Kamalraj V Rajendran, Jimmy Muldoon, Declan G Gilheany.   

Abstract

A mild method for the facile removal of phosphine oxide from the crude products of Wittig and Appel reactions is described. Work-up with oxalyl chloride to generate insoluble chlorophosphonium salt (CPS) yields phosphorus-free products for a wide variety of these reactions. The CPS product can be further converted into phosphine.

Entities:  

Year:  2012        PMID： 22437367     DOI： 10.1039/c2ob07074j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

1.  Carbamoyl radical-mediated synthesis and semipinacol rearrangement of β-lactam diols.

Authors:  Marie Betou; Louise Male; Jonathan W Steed; Richard S Grainger
Journal:  Chemistry       Date:  2014-04-07       Impact factor: 5.236

2.  Removal of Triphenylphosphine Oxide by Precipitation with Zinc Chloride in Polar Solvents.

Authors:  Donald C Batesky; Matthew J Goldfogel; Daniel J Weix
Journal:  J Org Chem       Date:  2017-09-28       Impact factor: 4.354

3.  A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride.

Authors:  Mingzhu Jia; Lixue Jiang; Fanfan Niu; Yu Zhang; Xiaoling Sun
Journal:  R Soc Open Sci       Date:  2018-02-21       Impact factor: 2.963

4.  Chromatography-Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur.

Authors:  András Gy Németh; Renáta Szabó; Attila Domján; György M Keserű; Péter Ábrányi-Balogh
Journal:  ChemistryOpen       Date:  2020-12-30       Impact factor: 2.630

5.  A Mild One-Pot Reduction of Phosphine(V) Oxides Affording Phosphines(III) and Their Metal Catalysts.

Authors:  Łukasz Kapuśniak; Philipp N Plessow; Damian Trzybiński; Krzysztof Woźniak; Peter Hofmann; Phillip Iain Jolly
Journal:  Organometallics       Date:  2021-03-05       Impact factor: 3.876

6.  A Facile Synthetic Method for Anhydride from Carboxylic Acid with the Promotion of Triphenylphosphine Oxide and Oxaloyl Chloride.

Authors:  Mengyu Lu; Huihui Fan; Qing Liu; Xiaoling Sun
Journal:  ACS Omega       Date:  2022-09-13

7.  Triphenylphosphine Oxide Removal from Reactions: The Role of Solvent and Temperature.

Authors:  Yasinalli Tamboli; Bharat B Kashid; Ram Prasad Yadav; Mohammad Rafeeq; Ravindra Yeole; Arvind Y Merwade
Journal:  ACS Omega       Date:  2021-05-19
  7 in total

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