Facile synthesis of α-alkoxymethyltriphenylphosphonium iodides: new application of PPh3 /I2

Chemistry Central Journal
Humaira Yasmeen GondalM Iqbal Choudhary

Abstract

An efficient one pot method for the synthesis of α-alkoxymethylphosphonium iodides is developed by using PPh3/I2 combination at room temperature. Reaction conditions are found general to synthesize wide range of structurally variant alkoxymethylphosphonium iodides in high yield (70-91%). These new functionalized phosphonium salts are further used in stereoselective synthesis of vinyl ethers as well as in carbon homologation of aldehydes.

References

Jun 27, 2001·Bioorganic & Medicinal Chemistry Letters·H AssefaR Sindelar
Dec 26, 2001·Chemical Reviews·I P Beletskaya, A V Cheprakov
Feb 19, 2005·Chemical Communications : Chem Comm·Juan R DehliCarsten Bolm
Nov 5, 2005·The Journal of Organic Chemistry·William T LambertSteven D Burke
Nov 18, 2005·Organic Letters·Jun Tian, Kevin D Moeller
Jul 17, 2007·Bioorganic & Medicinal Chemistry Letters·Gabriella GentileAngela Worby
Dec 29, 2007·Journal of the American Chemical Society·Wei HeAlison J Frontier
Jun 20, 2008·Organic Letters·Shane L MangoldLaura L Kiessling
May 19, 2009·Journal of the American Chemical Society·John A MalonaAlison J Frontier
Oct 7, 2009·Chemical Reviews·Sadahito Aoshima, Shokyoku Kanaoka
Jan 14, 2010·Journal of the American Chemical Society·Ryan E ShadeCraig A Merlic
May 8, 2010·Chemical Communications : Chem Comm·Hiromichi FujiokaTomohiro Maegawa
Dec 3, 2010·Nature Chemistry·Stephen P Marsden
Dec 15, 2010·Journal of the American Chemical Society·Masataka KondoFumitoshi Kakiuchi
Mar 11, 2011·The Journal of Organic Chemistry·Sara P MorcilloRafael Robles
Aug 5, 2011·Chemical Communications : Chem Comm·Hiromichi FujiokaTomohiro Maegawa
Jul 26, 2012·Chemistry : a European Journal·Akihiro GotoHiromichi Fujioka
Dec 19, 2012·Physical Chemistry Chemical Physics : PCCP·Laleh BahadoriChee Tong John Low
Jul 4, 2013·Chemosphere·Maan HayyanMohamed E S Mirghani
May 1, 2010·European Journal of Organic Chemistry·Amit KumarMahesh K Lakshman
Apr 22, 2015·Chemical Communications : Chem Comm·Thomas O RonsonIan J S Fairlamb
Aug 8, 2015·The Journal of Organic Chemistry·Kwang-Yoon KoMargaret A Brimble
Jan 30, 2016·Nature Communications·Zuyong DengJi-Chang Xiao

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Citations

Jun 4, 2019·Molecular Diversity·Zain Maqsood CheemaAhmed Abbaskhan

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Methods Mentioned

BETA
X-ray
NMR

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