Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 18, Pages 8007-8015Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo301252c
Keywords
-
Categories
Funding
- The GSK Singapore Partnership for Green and Sustainable Manufacturing
- Institute of Chemical and Engineering Sciences, Agency for Science, Technology and Research, Singapore
Ask authors/readers for more resources
A practical method for the amidation of aldehydes with economic ammonium chloride or amine hydrochloride salts has been developed for the synthesis of a wide variety of amides by using inexpensive copper sulfate or copper(I) oxide as a catalyst and aqueous tert-butyl hydroperoxide as an oxidant. This amidation reaction is operationally straightforward and provides primary, secondary, and tertiary amides in good to excellent yields for most cases utilizing inexpensive and readily available reagents under mild conditions. In situ formation of amine salts from free amines extends the substrate scope of the reaction. Chiral amides are also synthesized from their corresponding chiral amines without detectable racemization. The practicality of this amide formation reaction has been demonstrated in an efficient synthesis of the antiarrhythmic drug N-acetylprocainamide.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available