Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
The Base-catalyzed Condensation Reaction of Dimethyl Malonate with 5-Chloro-2-methoxytropone and 2,5-Dichlorotropone. On the Solvent Effect for the Sites of the Reaction
Tetsuo NozoeHitoshi TakeshitaKozo Tajiri
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1983 Volume 56 Issue 12 Pages 3679-3682

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Abstract

The sites of the nucleophilic attack of the base-catalyzed condensation of dimethyl malonate with 5-chloro-2-methoxytropone were solvent-dependent; the normal substitution product was predominant in benzene, but the ciné-substitution products were exclusive in methanol. With 2,5-dichlorotropone, the ciné-reaction products were exclusive in both solvents.

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