CPC C25B 3/11 (2021.01) [C25B 9/19 (2021.01); C25B 11/091 (2021.01)] | 14 Claims |
1. A process for the microfluidic electrochemical synthesis of geminal dipseudohalide or halide-pseudohalide compounds comprising the steps of:
pumping a solution comprising a compound of Formula I
wherein for Formula I, R1 and R2 are any combination of H, methyl (—CH3), ethyl (—CH2CH3), propyl (—CH2CH2CH3), hydroxy (—OH), methoxy (—CH2OH), ethoxy (—CH2CH2OH), methyl ester (—CH2COOCH3), propyl methyl ester (—CH2CH2COOCH3), cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, azetidine, oxetane, 2,2-dimethyl-1,3,dioxane, and phenyl, and X is a pseudohalide moiety selected from the group consisting of nitro (—NO2), cyano (—CN), cyanate (—CNO), thiocyanoate (—SCN), and thioisocyanato (—NCS)
through a continuous flow microfluidic electrochemical reactor in the presence of a base, one of a halide salt or pseudohalide salt (MY), and a mediator;
applying an electrical current through the continuous flow microfluidic electrochemical reactor; and
performing a single pass oxidative addition to create a geminal dipseudohalide or halide-pseudohalide compound of the general Formula II
wherein for Formula II, R1 and R2 are any combination of H, methyl (—CH3), ethyl (—CH2CH3), propyl (—CH2CH2CH3), hydroxy (—OH), methoxy (—CH2OH), ethoxy (—CH2CH2OH), methyl ester (—CH2COOCH3), propyl methyl ester (—CH2CH2COOCH3), cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, azetidine, oxetane, 2,2-dimethyl-1,3,dioxane, and phenyl, and X is a pseudohalide moiety selected from the group consisting of nitro (—NO2), cyano (—CN), cyanate (—CNO), thiocyanoate (—SCN), and thioisocyanato (—NCS) and Y is a nitro (—NO), cyano (—CN), cyanate (—CNO), thiocyanate (—SCN), thioisocyanate (—NCS), azido (—N3), chloro (—Cl), or bromo (—Br) functional group.
|