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• W1995266580 abstract "Abstract Carbanions of dimethyl chloromalonate, ethyl 2-chloroacetoacetate and dimethyl malonate react with naphthoquinone derivatives mainly via vicarious nucleophilic substitution or oxidative nucleophilic substitution of hydrogen processes. These reactions in 2-halo substituted naphthoquinones are generally faster processes than vinylic nucleophilic substitution of halogen (SNV). Introduction of one Cl substituent into position 2- of 1,4-naphthoquinone increases substantially its electrophilic activity resulting in much faster addition of the carbanion in the position occupied by hydrogen. On the other hand addition of the carbanions to 2,3-dichloro-1,4-naphthoquinone proceeds slower than to 1,4-naphthoquinone." @default.
• W1995266580 created "2016-06-24" @default.
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• W1995266580 date "2001-11-01" @default.
• W1995266580 modified "2023-10-18" @default.
• W1995266580 title "Vicarious nucleophilic substitution of hydrogen (VNS) in 1,4-naphthoquinone derivatives—competition between VNS and vinylic nucleophilic substitution (SNV)" @default.
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• W1995266580 doi "https://doi.org/10.1016/s0040-4020(01)00962-0" @default.
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