Tetrahedron

Naphthalene-catalysed lithiation of functionalized chloroarenes: regioselective preparation and reactivity of functionalized lithioarenes

A Guijarro, DJ Ramón, M Yus

Index: Guijarro, Albert; Ramon, Diego J.; Yus, Miguel Tetrahedron, 1993 , vol. 49, # 2 p. 469 - 482

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Citation Number: 60

Abstract

The lithiation of different functionalized chloroarenes (dichlorobenzenes 1 and 3, mono and dichlorophenols 9 and 14, and chloropivalanilides 18) in the presence of a catalytic amount of naphthalene leads to the corresponding functionalized lithioarenes, which react with electrophiles to give the expected polyfunctionalized aromatic molecules 2, 4, 10, 19, 21, 22 and 24 in a regioselective manner. In the case of starting from chlorinated phenols or ...

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