Tetrahedron

Deprotonative metalation of aromatic compounds using mixed lithium–iron combinations

E Nagaradja, F Chevallier, T Roisnel, V Jouikov…

Index: Nagaradja, Elisabeth; Chevallier, Floris; Roisnel, Thierry; Jouikov, Viatcheslav; Mongin, Florence Tetrahedron, 2012 , vol. 68, # 14 p. 3063 - 3073

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Citation Number: 13

Abstract

The deprotonation of 2-methoxypyridine was attempted using putative (TMP) 3FeLi prepared from different iron sources. Using iodine to intercept the metalated 2- methoxypyridine, the best result was obtained from FeBr2 (1equiv) using THF at room temperature; nevertheless, in addition to the expected iodide, the corresponding 2, 2′- dimer was obtained (86% total yield). The origin of the competitive formation of the 2, 2′- ...

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