Competitive cyclization of ethyl trifluoroacetoacetate and methyl ketones with 1,3-diamino-2-propanol into hydrogenated oxazolo- and pyrimido-condensed pyridones

• Svetlana O. Kushch,
• Marina V. Goryaeva,
• Yanina V. Burgart,
• Marina A. Ezhikova,
• Mikhail I. Kodess,
• Pavel A. Slepukhin,
• Alexandrina S. Volobueva,
• Vladimir V. Zarubaev and
• Victor I. Saloutin

Beilstein J. Org. Chem. 2025, 21, 2716–2729, doi:10.3762/bjoc.21.209

• , 620066 Ekaterinburg, Russian Federation Saint-Petersburg Pasteur Institute, Mira St. 14, 197101 Saint-Petersburg, Russian Federation 10.3762/bjoc.21.209 Abstract The use of 1,3-diamino-2-propanol with competitive N- and O-nucleophilic centers in a three-component cyclization with ethyl 4,4,4

• , causes the formation of two to four diastereomers, the structure of which has been determined with 1H, 19F, 13C, 2D 1H-13C HSQC/HMBC, 1H-1H COSY/NOESY NMR and X-ray diffraction analysis. Keywords: condensed pyridones; 1,3-diamino-2-propanol; ethyl 4,4,4-trifluoroacetoacetate; methyl ketones; three