CYCLIZATION OF ACETYLENIC DERIVATIVES OF AROMATIC CARBOXYLIC ACIDS

Article abstract of DOI:10.1007/BF00863591

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. Keywords: 1-phenylethynylanthraquinone-2-carboxylic acid, 1-hexyn-1-yl-anthraquinone-2-carboxylic acid, 1-(3-phenoxypropyn-1-yl)anthraquinone-2-carboxylic acid, intramolecular cyclization, MNDO calculation method.