Reaction of 1-tert-butyl-3,4-diphenyl-1,2,4-triazol-5-ylidenes with a malonic ester

• DOI: 10.1039/b712885a
• Publication Date: 2007-11-23T17:05:01Z
• Authors: Nikolai I. Korotkikh; Alan H. Cowley; Jennifer A. Moore; Nataliya V. Gliny...; Ilia S. Panov; Gennady F. Rayenko; Tatyana M. Pekhte...; Oles P. Shvaika
• Keywords: Ethyl acetoacetate; Malonic acid; Acetoacetic ester synthesis

Four stable carbenes, 1-tert-butyl-3,4-diaryl-1,2,4-triazol-5-ylidenes 1a-d, including new fluorine-containing compounds 1c,d, react with a malonic ester to afford heterocyclic zwitterionic 5a-d. The reactions more acidic (ethyl acetoacetate, malononitrile and 1,3-dimethylbarbituric acid) proceed substrate deprotonation form the respective azolium salts 6a-c. X-ray crystal structure of 5a was also determined.