Acetonyltriphenylphosphonium Bromide (ATPB): A Versatile Reagent for the Acylation of Alcohols, Phenols, Thiols and Amines and for 1,1-Diacylation of Aldehydes under Solvent-Free Conditions

Abu T. Khan *, Lokman H. Choudhury, Subrata Ghosh

*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India, Email:

A. T. Khan, L. H. Choudry, S. Ghosh, Eur. J. Org. Chem., 2005, 2782-2787.

DOI: 10.1002/ejoc.200500066

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Abstract

Various alcohols, phenols, amines and thiols may easily be converted into acetate derivatives by treatment with acetic anhydride in the presence of acetonyltriphenylphosphonium bromide in good yields at room temperature. With the same precatalyst, both aliphatic and aromatic aldehydes can be transformed into the corresponding gem-diacetates under reflux conditions.

see article for more examples

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Key Words

acylations, alcohols, phenols, amines, thiols, esters, amides, thioesters, gem-diacetates, acetonyltriphenylphosphonium bromide

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ID: J24-Y2005-950