Vicarious nucleophilic substitution of hydrogen (VNS) in 1, 4-naphthoquinone derivatives—competition between VNS and vinylic nucleophilic substitution (SNV)
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- ...
