Deprotonative magnesation and cadmation of [1, 2, 3] triazolo [1, 5-a] pyridines

…, G Quéguiner, R Ballesteros, B Abarca

Index: Abarca, Belen; Ballesteros, Rafael; Mojarred, Fatemeh; Jones, Gurnos; Mouat, Deborah J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 1865 - 1868

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Citation Number: 39

Abstract

[1, 2, 3] Triazolo [1, 5-a] pyridine and 3-substituted derivatives were regioselectively metalated at the 7 position using either Bu3MgLi or (TMP) 3CdLi, the former at− 10° C and the latter at room temperature. The lithium arylmagnesates (R= H, Me, Ph) proved to react with iodine (34− 75%) or 3, 4, 5-trimethoxybenzaldehyde (32− 51%). Attempts to obtain the cross-coupling products using 2-bromopyridine under palladium catalysis failed, a result ...