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Diverse Trifluoromethyl Heterocycles from a Single Precursor

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posted on 22.02.2016 by Mark A. Honey, Raffaele Pasceri, William Lewis, Christopher J. Moody
Ethyl 2-diazo-4,4,4-trifluoro-3-oxobutanoate is a highly versatile intermediate for the synthesis of a wide range of trifluoromethyl heterocycles. With the use of rhodium­(II) or copper­(II) catalyzed carbene X–H insertion reactions as key steps, a diverse set of trifluoromethyl-oxazoles, -thiazoles, -imidazoles, -1,2,4-triazines, and -pyridines are available from the diazoketoester, either directly in a single step or with just one additional step.