Under biologically relevant conditions, co-oxidation of 5,6-dihydroxyindole (1) and 5,6-dihydroxyindole-2-carboxylic acid (2) affords, in addition to a complex mixture of homopolymers of the two indoles, a small but significant amount of a cross-coupling product which was isolated as the tetra-O-acetyl derivative and assigned the biindolyl structure 3. Co-oxidation of 5,6-dihydroxyindole and its 2-carboxy derivative under biomimetic conditions afforded, besides homopolymers of the two indoles, a mixed-type dimer which was isolated in the O-acetyl form and formulated as 3.
Copolymerisation of 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid in melanogenesis: isolation of a cross-coupling product / Napolitano, Alessandra; Crescenzi, Orlando; Prota, Giuseppe. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 34:5(1993), pp. 885-888. [10.1016/0040-4039(93)89040-W]
Copolymerisation of 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid in melanogenesis: isolation of a cross-coupling product.
NAPOLITANO, ALESSANDRA;CRESCENZI, ORLANDO;PROTA, GIUSEPPE
1993
Abstract
Under biologically relevant conditions, co-oxidation of 5,6-dihydroxyindole (1) and 5,6-dihydroxyindole-2-carboxylic acid (2) affords, in addition to a complex mixture of homopolymers of the two indoles, a small but significant amount of a cross-coupling product which was isolated as the tetra-O-acetyl derivative and assigned the biindolyl structure 3. Co-oxidation of 5,6-dihydroxyindole and its 2-carboxy derivative under biomimetic conditions afforded, besides homopolymers of the two indoles, a mixed-type dimer which was isolated in the O-acetyl form and formulated as 3.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
