Norman, Derek P. G.’s team published research in Journal of Organic Chemistry in 1999-12-10 | CAS: 5653-62-3

Journal of Organic Chemistry published new progress about Nucleophilic substitution reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Norman, Derek P. G. published the artcileNucleophilic Aromatic Substitution Reactions of Novel 5-(2-Methoxyphenyl)tetrazole Derivatives with Organolithium Reagents, Formula: C9H9NO2, the main research area is nucleophilic aromatic substitution cumyl methoxyphenyltetrazole organolithium; methylphenylethyl methoxyphenyl tetrazole protection deprotection.

It was demonstrated that 5-aryltetrazoles protected by an N-cumyl group react with a variety of common organolithium reagents to give a facile nucleophilic aromatic substitution of either one or two nucleofugic methoxy groups situated ortho to the tetrazole ring. The employment of tetrazole protection during these reactions provides for milder and more versatile reaction conditions, as well as a generally more economical use of the organometallic reagent than was previously described for the substitution of 5-(2-fluorophenyl)-1H-tetrazole. It was also shown that the cumyl-protected tetrazole ring is generally stable under strongly basic reaction conditions, although it can be removed efficiently by hydrogenolysis or by treatment with boron trifluoride etherate in the presence of a carbocation scavenger. Thus, N-cumylation/decumylation may offer a potentially versatile new protection strategy for the tetrazole moiety.

Journal of Organic Chemistry published new progress about Nucleophilic substitution reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts