Preparation of lithium 5-lithiomethyl-3-methylpyrazole-1-carboxylate and its reaction with alpha-oxoketene dithioacetals: A new general method for substituted and annelated pyrazolo[1,5-a] pyridines

Authors
Kishore, K Reddy, KR Suresh, JR Ila, H Junjappa, H
Citation
K. Kishore et al., Preparation of lithium 5-lithiomethyl-3-methylpyrazole-1-carboxylate and its reaction with alpha-oxoketene dithioacetals: A new general method for substituted and annelated pyrazolo[1,5-a] pyridines, TETRAHEDRON, 55(24), 1999, pp. 7645-7652
Citations number
50
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
24
Year of publication
1999
Pages
7645 - 7652
Database
ISI
SICI code
0040-4020(19990611)55:24<7645:POL5AI>2.0.ZU;2-D
Abstract
5-Methylpyrazole derivative 1 is metallated at the C-5 methyl carbon atom t o form lithium 5-lithiomethyl-3-methylpyrazole-1-carboxylate 3 which on rea ction with alpha-oxoketene dithioacetals 4a-d, 12a-c and 15a-b yields subst ituted and annelated pyrazolo[1,5-n]pyridines 7a-d, 13a-c and 16a-b. (C) 19 99 Elsevier Science Ltd. All rights reserved.