Tetrahedron

On DABAL-Me 3 promoted formation of amides

N Dubois, D Glynn, T McInally, B Rhodes, S Woodward…

Index: Dubois, Nathalie; Glynn, Daniel; McInally, Thomas; Rhodes, Barrie; Woodward, Simon; Irvine, Derek J.; Dodds, Chris Tetrahedron, 2013 , vol. 69, # 46 p. 9890 - 9897

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Citation Number: 13

Abstract

Abstract The range and utility of DABAL-Me 3 couplings of methyl esters and free carboxylic acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interest in pharmaceutical chemistry. Commercial microwave reactors promote the fastest couplings and allow the use of significantly sterically hindered ...