Synthetic studies of substituted pyridine aldehydes as intermediates for the synthesis of toddaquinoline, its derivatives and other natural products

Georgeta Serban, Hitoshi Abe, Yasuo Takeuchi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)1989-2000
Number of pages12
JournalHeterocycles
Volume83
Issue number9
DOIs
Publication statusPublished - Aug 30 2011

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthetic studies of substituted pyridine aldehydes as intermediates for the synthesis of toddaquinoline, its derivatives and other natural products'. Together they form a unique fingerprint.

  • Cite this