Facile synthesis of 6-hydroxyindole-3-acetic acid: On the structure of the aromatic subunit of nephilatoxin-1∼6
作者:Tetsuro Shinada、Miki Miyachi、Yasuhiro Itagaki、Hideo Naoki、Kazuo Yoshihara、Terumi Nakajima
DOI:10.1016/0040-4039(96)01583-3
日期:1996.9
A facile synthesis of 6-hydroxyindole-3-acetic acid 1a, which is the proposed aromatic subunit of NPTX-1∼6, is described. Radical cyclization of isonitrile 2 successfully afforded 9 in high yield. The aromatic subunit of NPTX-1∼6 was confirmed as 4-hydroxyindole-3-acetic acid 12 by comparison of the 1H-NMR spectra with those of authentic 4- and 6-hydroxyindole-3-acetic acids.
描述了一种容易合成的6-羟基吲哚-3-乙酸1a,它是NPTX-1〜6的拟议芳香亚基。异腈2的自由基环化成功获得了9的高收率。通过1 H-NMR谱图与真实的4-羟基和6-羟基吲哚-3-乙酸的光谱比较,确认NPTX-1〜6的芳族亚基为4-羟基吲哚-3-乙酸12。