Tetrahedron Letters

Microwave acceleration in DABAL-Me 3-mediated amide formation

D Glynn, D Bernier, S Woodward

Index: Glynn, Daniel; Bernier, David; Woodward, Simon Tetrahedron Letters, 2008 , vol. 49, # 39 p. 5687 - 5688

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Citation Number: 22

Abstract

Facile direct coupling of esters and secondary amines to afford tertiary amides proceeds under microwave irradiation using the air-stable trimethylaluminium source DABAL-Me3 [(DABCO)(AlMe3) 2]. Excellent yields (88–98%) are attained for cyclic secondary amines in reactions that are complete in 5–16min. The process can be extended to the formation of Weinreb amides (upto 76% from commercial MeNHOMe· HCl) in a one-pot procedure ...

~87%

~76%

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