Tetrahedron p. 3723 - 3730 (1986)
Update date:2022-08-03
Topics:
Edwards, Martin P.
Doherty, Annette M.
Ley, Steven V.
Organ, Helen M.
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.
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