Carbamoyl imines of methyl trifluoropyruvate in cyclocondensation and cycloaddition reactions

Add time:07/26/2019    Source:sciencedirect.com

Dimethyl and morpholinyl carbamoyl imines of trifluoropyruvate 1a,b were synthesized and studied in cyclocondensation and cycloaddition reactions. Cyclocondensation of carbamoyl imines 1a,b with benzyl urea, benzamidine, 3-aminocrotonitryl, 6-aminouracil, and acetylacetone led to 5-membered trifluoromethylated heterocycles with an ureido substituent. The [2 + 4]-cycloaddition reactions of carbamoyl imines 1a,b were performed with dialkylcyan amines and cyclopentadiene. Formerly unknown carbamoyl imines 1a,b and their derivatives were characterized by NMR spectroscopy (1H, 13C, 19F) and elemental analysis.

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