Iron(III) tosylate catalyzed acylation of alcohols, phenols, and aldehydes

TETRAHEDRON LETTERS

卷:53

Article

Baldwin, Neil J.¹  Nord, Anna N.¹  O'Donnell, Brendan D.¹  Mohan, Ram S.¹ 

[1] Illinois Wesleyan Univ, Dept Chem, Lab Environmentally Friendly Organ Synth, Bloomington, IL 61701 USA

关键词: Iron and its compounds;    Acylation;    Alcohols;    Diols;    Esters;    Green chemistry;    Phenols;   

DOI  :  10.1016/j.tetlet.2012.10.033

来源: Elsevier

【 摘 要 】

Iron(III) p-toluenesulfonate (tosylate) is an efficient catalyst for acetylation of alcohols, phenols, and aldehydes. The acetylation of 1 degrees and 2 degrees alcohols, diols, and phenols proceeded smoothly with 2.0 mol % of catalyst. However, the reaction worked well with only a few 3 degrees alcohols. The methodology was also applicable to the synthesis of a few benzoate esters but required the use of 5.0 mol % catalyst. Aldehydes could also be converted into the corresponding 1,1-diesters (acylals) under the reaction conditions. Iron(III) tosylate is an inexpensive, and easy to handle, commercially available catalyst. (C) 2012 Elsevier Ltd. All rights reserved.

【 授权许可】

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