A Lewis acid-promoted Pinner reaction

D Pfaff, G Nemecek, J Podlech

Index: Pfaff, Dominik; Nemecek, Gregor; Podlech, Joachim Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 1572 - 1577

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Citation Number: 4

Abstract

Abstract Carbonitriles and alcohols react in a Lewis acid-promoted Pinner reaction to carboxylic esters. Best results are obtained with two equivalents of trimethylsilyl triflate as Lewis acid. Good yields are achieved with primary alcohols and aliphatic or benzylic carbonitriles, but the straightforward synthesis of acrylates and benzoates starting with acrylonitrile and benzonitrile, respectively, is similarly possible. Phenols are not acylated ...