Synthesis of 4, 6??Dichloro??and 4, 6??Difluorophthalides: a Systematic Study on the Lithiation of 3, 5??Dihalo??N, N??diisopropylbenzamides

B Molnár, G Simig, B Volk

Index: Molnar, Balazs; Simig, Gyula; Volk, Balazs European Journal of Organic Chemistry, 2011 , # 9 p. 1728 - 1735

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Abstract

Abstract By taking advantage of the N, N-diisopropylcarbamoyl moiety as a versatile ortho- directing lithiation group, the preparation of 4, 6-dichloro-and 4, 6-difluorophthalides, starting from the corresponding 3, 5-dihalo-N, N-diisopropylbenzamides, is described here. The role of the lithiating agent, the formation of kinetically and thermodynamically favored products, and the marked difference between the dichloro and difluoro derivatives are discussed in ...