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

Kishore, Kaushal ; Reddy, K. R. ; Suresh, J. R. ; Ila, H. ; Junjappa, H. (1999) Preparation of lithium 5-lithiomethy-3-methylpyrazole-1-carboxylate and its reaction with α-oxoketene dithioacetals: a new general method for substituted and annelated pyrazolo[1,5-a]pyridines Tetrahedron, 55 (24). pp. 7645-7652. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(99)00380-4

Abstract

5-Methylpyrazole derivative 1 is metallated at the C-5 methyl carbon atom to form lithium 5-lithiomethyl-3-methylpyrazole-1-carboxylate 3 which on reaction with α-oxoketene dithioacetals 4a-d, 12a-c and 15a-b yields substituted and annelated pyrazolo[1,5-a]pyridines 7a-d, 13a-c and 16a-b.

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