Methods have been developed for the synthesis of adamantyl-containing amidoalkylating reagents: adamantyl-1-carboxy-N-(1-hydroxy-2,2,2-trichloroethyl)amide, adamantyl-1-carboxy-N-(1-chloro-2,2,2-trichloroethyl)amide, adamantyl-1-carboxy-N-(2,2,2-trichloroethylidene)amide, adamantyl-1-carboxy-N-(2,2-dichloro-1cyanovinyl)amide, 2-(adamantyl-1-carboxamido)-3,3-dichloroacrylamide, and 2-(adamantyl-1-carboxamido) 3,3-dichloroacrylic acid. Using these reagents, 2-(adamantan-1-yl)-4-(dichloromethylene)oxazol-5(4H)-one and 2-(adamantan-1-yl)-4-(dichloromethylene)-1H-imidazol-5(4H)-one were obtained via cyclocondensations in 73% and 76% yields, respectively. All products were identified by IR and 1H NMR spectra.
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Iryna Koshchii
Yurii Klimko
National Technical University of Ukraine “Igor Sikorsky Kyiv Polytechnic Institute”
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Koshchii et al. (Wed,) studied this question.
www.synapsesocial.com/papers/69f444d3967e944ac5567a2c — DOI: https://doi.org/10.5281/zenodo.19882226