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Double nucleophilic addition. A new one-pot synthesis of 2-alkyl- and 2-phenyl-5-hydrazinopyridine from pyridine

✍ Scribed by Lin-hua Zhang; Zhulin Tan

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 86 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00340-3

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✦ Synopsis

A new method for the synthesis of 2-alkyl-and 2-phenyl-5-hydrazinopyridine has been developed. Nucleophilic addition on pyridine by alkyl or phenyl lithium reagents generated a 2-substituted dihydropyridine anion that reacts with di-t-butyl azodicarboxylate to form 2,5-disubstituted dihydropyridine. Conversion of the dihydropyridines to pyridines was achieved by a mild air oxidation.

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