Strategies for the selective functionalization of dichloropyridines at various sites

E Marzi, A Bigi, M Schlosser

Index: Marzi, Elena; Bigi, Anna; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 7 p. 1371 - 1376

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Citation Number: 32

Abstract

Abstract Whereas 2, 3-dichloropyridine and 2, 5-dichloro-4-(lithiooxy) pyridine undergo deprotonation exclusively at the 4-and 2-positions, respectively, optional site selectivity can be implemented with 2, 5-and 3, 4-dichloropyridine (which are attacked, depending on the choice of the reagents, at either the 4-or 6-and either the 2-and 5-positions, respectively). Upon treatment with lithium diisopropylamide, 2, 4-dichloro-3-iodopyridine, 3, 5-dichloro-4 ...