On February 6, 2015, Wallach, Daniel R.; Stege, Patrick C.; Shah, Jigisha P.; Chisholm, John D. published an article.Reference of tert-Butyl trichloroacetimidate The title of the article was Bronsted Acid Catalyzed Monoalkylation of Anilines with Trichloroacetimidates. And the article contained the following:
Trichloroacetimidates are useful alkylating agents for aromatic amines, requiring only a catalytic amount of a Bronsted acid to facilitate the reaction. Monoalkylation predominates under these conditions. E.g., in presence of camphorsulfonic acid in CH2Cl2 at room temperature, monoalkylation of 2,5-dichloroaniline with PhCHMeOC(:NH)CCl3 gave 97% I. Electron-poor anilines provide superior yields, with electron-rich anilines sometimes showing competitive Friedel-Crafts alkylation. A single flask protocol with formation of the imidate in situ is demonstrated, providing a convenient method for the direct substitution of alcs. with anilines. Reaction with a chiral imidate favors a mechanism that proceeds through a carbocation intermediate. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Reference of tert-Butyl trichloroacetimidate
The Article related to bronsted acid catalyst alkylation aniline trichloroacetimidate, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Amines, Amine Oxides, Imines, and Quaternary Ammonium Compounds and other aspects.Reference of tert-Butyl trichloroacetimidate
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics