Lithiation of 2??Aryl??2??(chloroaryl)??1, 3??dioxolanes and Its Application in the Synthesis of New ortho??Functionalized Benzophenone Derivatives

G Lukacs, M Porcs??Makkay…

Index: Lukacs, Gyula; Porcs-Makkay, Marta; Simig, Gyula European Journal of Organic Chemistry, 2004 , # 20 p. 4130 - 4140

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Abstract

Abstract 2-Aryl-2-(chloroaryl)-1, 3-dioxolanes 4 were lithiated ortho to the ketal group of the chloroaryl ring by treatment with butyllithium in THF between− 78 and 0 C. The site selectivity of some of the deprotonation reactions was rationalized by the long-range effect of the 4-chloro substituent. The lithio species thus generated were treated with various electrophiles to give ortho-functionalized benzophenone derivatives. Intramolecular ...