FACILE SYNTHESIS OF 6-HYDROXYINDOLE-3-ACETIC ACID - ON THE STRUCTURE OF THE AROMATIC SUBUNIT OF NEPHILATOXIN-1-SIMILAR-TO-6

Authors
SHINADA T MIYACHI M ITAGAKI Y NAOKI H YOSHIHARA K NAKAJIMA T
Citation
T. Shinada et al., FACILE SYNTHESIS OF 6-HYDROXYINDOLE-3-ACETIC ACID - ON THE STRUCTURE OF THE AROMATIC SUBUNIT OF NEPHILATOXIN-1-SIMILAR-TO-6, Tetrahedron letters, 37(39), 1996, pp. 7099-7102
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
39
Year of publication
1996
Pages
7099 - 7102
Database
ISI
SICI code
0040-4039(1996)37:39<7099:FSO6A->2.0.ZU;2-J
Abstract
A facile synthesis of 6-hydroxyindole-3-acetic acid la, which is me pr oposed aromatic subunit of NPTX-1 similar to 6, is described. Radical cyclization of isonitrile 2 successfully afforded 9 in high yield. The aromatic subunit of NPTX-1 similar to 6 was confirmed as 4-hydroxyind ole-3-acetic acid 12 by comparison of the H-1-NMR spectra with those o f authentic 4- and 6-hydroxyindole-3-acetic acids. Copyright (C) 1996 Elsevier Science Ltd