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Thioacids Mediated Selective and Mild N-Acylation of Amines

Sachitanand M. Mali, Rupal D. Bhaisare and Hosahudya N. Gopi*

*Department of Chemistry, Indian Institute of Science Education and Research, Dr. Homi Bhabha Road, Pune 411 008, India, Email: hn.gopiiiserpune.ac.in

S. M. Mali, R. D. Bhaisare, H. N. Gopi, J. Org. Chem., 2013, 78, 5550-5555.

DOI: 10.1021/jo400701v (free Supporting Information)


Abstract

Copper sulfate mediates a highly selective, mild, and rapid N-acylation of various aliphatic and aromatic amines using thioacids in methanol at neutral conditions. All N-acylated products of primary and secondary amines were isolated in good yields. This method offers a simple workup, high yields, and is is not sensitive to other functional groups such as phenols, alcohols, and thiols.

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Key Words

acylation


ID: J42-Y2013