The Journal of organic chemistry

Phosphoric acid-promoted synthesis of 4-acylpyrrole-2-carboxylic esters and dipyrryl ketones from mixed anhydrides

CS Beshara, A Thompson

Index: Beshara, Cory S.; Thompson, Alison Journal of Organic Chemistry, 2005 , vol. 70, # 25 p. 10607 - 10610

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Citation Number: 8

Abstract

4-Acylpyrrole-2-carboxylic esters 1 are useful intermediates for the synthesis of a wide range of pyrrolic compounds. The acylation of pyrrole-2-carboxylic esters is most easily achieved by using acid chlorides, catalyzed by Lewis acids such as SnCl 4 . 2 The use of trifluoroacetic anhydride (TFAA) to produce mixed anhydrides for use in acylation chemistry is well-known 3 and the use of phosphoric acid as a catalyst in TFAA/mixed anhydride chemistry was first described by ...

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