Overcoming product inhibition in catalysis of the intramolecular Schmidt reaction

…, C Fehl, SW Li, E Hirt, P Porubsky, J Aube

文献索引：Motiwala, Hashim F.; Fehl, Charlie; Li, Sze-Wan; Hirt, Erin; Porubsky, Patrick; Aube, Jeffrey Journal of the American Chemical Society, 2013 , vol. 135, # 24 p. 9000 - 9009

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被引用次数: 23

摘要

A method for carrying out the intramolecular Schmidt reaction of alkyl azides and ketones using a substoichiometric amount of catalyst is reported. Following extensive screening, the use of the strong hydrogen-bond-donating solvent hexafluoro-2-propanol was found to be consistent with low catalyst loadings, which ranged from 2.5 mol% for favorable substrates to 25 mol% for more difficult cases. Reaction optimization, broad substrate scope, and ...