Brønsted Acid Catalyzed Propargylation of 1, 3-Dicarbonyl Derivatives. Synthesis of Tetrasubstituted Furans

…, A Martínez, JM Álvarez-Gutiérrez, F Rodríguez

Index: Sanz, Roberto; Martinez, Alberto; Miguel, Delia; Alvarez-Gutierrez, Julia M.; Rodriguez, Felix Advanced Synthesis and Catalysis, 2006 , vol. 348, # 14 p. 1841 - 1845

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Citation Number: 129

Abstract

Simple Brønsted acids such as p-toluenesulfonic acid monohydrate (PTS) efficiently catalyze a direct substitution of the hydroxyl group in propargylic alcohols with 1, 3- dicarbonyl compounds. Selective propargylation or allenylation is obtained depending on the nature of the alkynol. Reactions can be performed in air in undried solvents with water being the only side product of the process. By applying this reaction as the key step, a ...