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Iron(III) tosylate catalyzed acylation of alcohols, phenols, and aldehydes
Tetrahedron Letters ( IF 1.5 ) Pub Date : 19 December 2012 , DOI: 10.1016/j.tetlet.2012.10.033
Neil J. Baldwin , Anna N. Nord , Brendan D. O’Donnell , Ram S. Mohan

Iron(III) p-toluenesulfonate (tosylate) is an efficient catalyst for acetylation of alcohols, phenols, and aldehydes. The acetylation of 1° and 2° alcohols, diols, and phenols proceeded smoothly with 2.0 mol % of catalyst. However, the reaction worked well with only a few 3° 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.

中文翻译:

甲苯磺酸铁(III)催化醇,酚和醛的酰化

甲苯磺酸铁(III)(甲苯磺酸盐)是用于醇,酚和醛乙酰化的有效催化剂。用2.0mol%的催化剂使1°和2°的醇,二醇和酚的乙酰化顺利进行。然而,该反应仅用少量的3°醇进行即可。该方法也适用于少量苯甲酸酯的合成,但需要使用5.0 mol%的催化剂。在反应条件下,醛也可以转化为相应的1,1-二酯(酰基)。甲苯磺酸铁(III)是一种便宜且易于处理的市售催化剂。
更新日期:2017-01-31
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