Sharma, S. K., Bishopp, S. D., Allen, C. L., Lawrence, R., Bamford, M. J., Lapkin, A. A., Plucinski, P., Watson, R. J. and Williams, J. M. J., 2011. Copper-catalyzed rearrangement of oximes into primary amides. Tetrahedron Letters, 52 (33), pp. 4252-4255.
The atom-efficient and cost-effective rearrangement of oximes into primary amides is catalyzed by simple copper salts. The use of homogeneous Cu(OAc)(2) (1-2 mol %) was found to be effective for this transformation at 80 C. The reaction was successful with either conventional or microwave heating. CuO and CuO/ZnO on activated carbon provided a competent reuseable heterogeneous catalyst which could be used in a batch process or in flow. Copper salts are much cheaper than the precious metals previously used for this rearrangement, and the reaction conditions are milder than those reported.
|Item Type ||Articles|
|Creators||Sharma, S. K., Bishopp, S. D., Allen, C. L., Lawrence, R., Bamford, M. J., Lapkin, A. A., Plucinski, P., Watson, R. J. and Williams, J. M. J.|
|Uncontrolled Keywords||sustainable chemistry,amide,copper,synthetic methods,rearrangement|
|Departments||Faculty of Engineering & Design > Chemical Engineering|
Faculty of Science > Chemistry
|Publisher Statement||Williams_Tetrahedron-Letters_2011_52_33_4252.pdf: NOTICE: this is the author’s version of a work that was accepted for publication in . A definitive version was subsequently published in Tetrahedron Letters, [52, 33, (2011)] DOI: 10.1016/j.tetlet.2011.05.129|
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