106549-47-7Relevant academic research and scientific papers
Preparation of 2-substituted pyrroles and indoles by regioselective alkylation and deprotection of 1-(2-trimethylsilyllethoxymethyl)pyrrole and 1-(2-trimethylsulylethoxymethyl) indole
Edwards, Martin P.,Doherty, Annette M.,Ley, Steven V.,Organ, Helen M.
, p. 3723 - 3730 (2007/10/02)
After N-alkylation of pyrrole and indole with 2-trimethylsilylethoxymethyl chloride the products of the reaction could be regioselectively deprotonated with n-butyllithium at the 2-position.Reaction of the resulting anions with acid chlorides, lactones, silyl chlorides or aldehydes gave addition products, some of which were deprotected to the parent pyrrole or indole using anhydrous tetra-n-butylammonium fluoride.
