| Abstrak/Abstract |
Acid-catalyzed reactions of 3-substituted 4,6-dimethoxyindole-7- and -2-carboxylic acids with aryl aldehydes generate unsymmetrically-oriented calix[3]indoles, with one 2,2’-linkage, one 2,7’-linkage and one 7,7’-linkage, in a wide range of yields. This behavior contrasts with similar reactions of the parent indoles, which more commonly yield the symmetrically-oriented calix[3]indoles, with three 2,7’-linkages. The starting material carboxylic acids were prepared via the hydrolysis of trifluoroacetyl and trichloroacetyl substituents formed by acylation of the parent 3-substituted-4,6-dimethoxyindoles. |
