An improved synthesis of pyridoxine via [2+2+2] cyclization of acetylenes and nitriles

被引:19
作者
Gutnov, A
Abaev, V
Redkin, D
Fischer, C
Bonrath, W
Heller, B
机构
[1] Univ Rostock eV, Leibinz Inst Organ Katalyse, D-18055 Rostock, Germany
[2] DSM Nutr Prod Ltd, CH-4303 Kaiseraugst, Switzerland
关键词
pyridines; alkynes; nitriles; cyclizations; vitamins;
D O I
10.1055/s-2005-864834
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved synthesis of pyridoxine (vitamin B-6) is reported. The key step involves the light-promoted [2+2+2] cyclization of 3,3-bissilyl-di-2-propynyl ethers and acetonitrile in the presence of [cpCo(cod)] (1 mol%) as a catalyst. Convenient oxidation and iodination procedures are elaborated to transfer 3-silyl-pyridines into corresponding 3-hydroxy- and 3-iodo-derivatives.
引用
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页码:1188 / 1190
页数:3
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