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

Authors
Zhang, LH Tan, ZL
Citation
Lh. Zhang et Zl. Tan, Double nucleophilic addition. A new one-pot synthesis of 2-alkyl- and 2-phenyl-5-hydrazinopyridine from pyridine, TETRAHEDR L, 41(17), 2000, pp. 3025-3028
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3025 - 3028
Database
ISI
SICI code
0040-4039(20000422)41:17<3025:DNAANO>2.0.ZU;2-V
Abstract
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 l ithium 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 ai r oxidation. (C) 2000 Elsevier Science Ltd. All rights reserved.