The synthesis of the kynurenamines K1 and K2 metabolites of melatonin

被引：0

作者：

Amiet, G ^{[1
]}

Hügel, HM ^{[1
]}

Nurlawis, F ^{[1
]}

机构：

[1] RMIT Univ, Dept Appl Chem, Melbourne, Vic 3001, Australia

来源：

SYNLETT | 2002年 / 03期

关键词：

kynurenamine synthesis; ortho lithiation; Sonogashira coupling; arylpropargylamine; alkyne hydration;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of the kynurenamines K-1 and K-2, the major brain and antioxidant metabolites of melatonin 1 is described. Regioselective lithiation of tert-butyl(4-methoxyphenyl) carbamate and iodination provided the (2-iodoaryl)carbamate which when coupled with N-acetyl-propargylamine underwent a Sonogashira reaction. Simultaneous alkyne hydration and N-formylation produced K-2, whereas alkyne hydration only, produced K-2.

引用

页码：495 / 497

页数：3

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