Tetrahedron

Metallation reactions. XX. regioselective metallation of (alkylthio) methoxybenzenes by superbases versus organolithium compounds

S Cabiddu, C Fattuoni, C Floris, G Gelli, S Melis

Index: Cabiddu; Fattuoni; Floris; Gelli; Melis Tetrahedron, 1993 , vol. 49, # 22 p. 4965 - 4974

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Citation Number: 15

Abstract

(Alkylthio) methoxybenzenes have been metallated using two different metallating agents. The results show that sometimes superbases and butyllithium do not functionalize the same sites. Superbases monometallate the thiomethylic carbon of meta and para (methylthio) methoxybenzenes. The same substrates on the other hand are metallated by butyllithium in ortho to the methoxy group. One-step dimetallation performed with either superbases or ...