100865-92-7Relevant articles and documents
Synthesis of 1,1′-diarylethanes and related systems by displacement of trichloroacetimidates with trimethylaluminum
Mahajani, Nivedita S.,Chisholm, John D.
, p. 4131 - 4139 (2018/04/14)
Benzylic trichloroacetimidates are readily displaced by trimethylaluminum under Lewis acid promoted conditions to provide the corresponding methyl substitution product. This method is a convenient way to access 1,1′-diarylethanes and related systems, which play a significant role in medicinal chemistry, with a number of systems owing their biological activity to this functionality. Most benzylic substrates undergo ready displacement, with electron deficient systems being the exception. The use of an enantiopure imidate showed significant racemization, implicating the formation of a cationic intermediate.
Convenient Formation of Diphenylmethyl Esters Using Diphenylmethyl Trichloroacetimidate
Adhikari, Arijit A.,Shah, Jigisha P.,Howard, Kyle T.,Russo, Christopher M.,Wallach, Daniel R.,Linaburg, Matthew R.,Chisholm, John D.
, p. 283 - 287 (2014/02/14)
Diphenylmethyl trichloroacetimidate is a useful reagent for the protection of carboxylic acids as their corresponding diphenylmethyl esters. These esterifications proceed rapidly without the need for an added catalyst or promoter. A variety of carboxylic
