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SYNTHETIC STUDIES OF SUBSTITUTED PYRIDINE ALDEHYDES AS INTERMEDIATES FOR THE SYNTHESIS OF TODDAQUINOLINE, ITS DERIVATIVES AND OTHER NATURAL PRODUCTS

  作者 SERBAN GEORGETA; ABE HITOSHI; TAKEUCHI YASUO  
  选自 期刊  Heterocycles;  卷期  2011年83-9;  页码  1989-2000  
  关联知识点  
 

[摘要]The synthesis of substituted 2-bromopyridine aldehydes as intermediates in our planned approach to toddaquinoline, its derivatives and other natural products is reported. The DMF-formylation method of pyridine ring, the Vilsmeier-Haack procedure and the bromination of pyridine ring respectively, were studied in order to synthesize the above mentioned compounds. The successful methods (DMF-formylation and bromination of pyridine ring) provided the 2-bromo-4-formyl-5-tosyloxypyridine Ib and 5-benzyloxy-2,4,6-tribromonicotinaldehyde Ia under relatively mild conditions and in good yields.

 
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