Abstract
The Cu(I)-catalyzed intramolecular cyclization of 1-phenylethynyl-and 1-hexyn-1-yl-anthraquinone-2-carboxylic acid is a 6-endo-dig-addition, whereas the reaction for 1-(3-phenoxypropyn-1-yl)anthraquinone-2-carboxylic acid proceeds in a directionally nonspecific way. It is shown that the cyclization of vicinal acetylenic derivatives of aromatic carboxylic acids leads to the formation of the more stable of the possible cyclic structures.
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Institute of Chemical Kinetics and Combustion, Siberian Branch, Russian Academy of Sciences, 630090 Novosibirsk. Novosibirsk State University, 630090 Novosibirsk. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 9, pp. 2138–2146, September, 1992.
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Ivanchikova, I.D., Usubalieva, G.É., Schastnev, P.V. et al. Cyclization of acetylenic derivatives of aromatic carboxylic acids. Russ Chem Bull 41, 1672–1679 (1992). https://doi.org/10.1007/BF00863591
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DOI: https://doi.org/10.1007/BF00863591