Enantioselective dehydrative γ-arylation of α-indolyl propargylic alcohols with phenols: Access to chiral tetrasubstituted allenes and naphthopyrans
Herein, we report an enantioselective dehydrative γ-arylation of α-indolyl propargylic alcohols with phenols via organocatalysis, which provides efficient access to chiral tetrasubstituted allenes and naphthopyrans in high yields with excellent regio- and
Bronsted acid catalyzed friedel-crafts alkylation reactions of trifluoromethyl-α,β-ynones with indoles
The successful development of a Bronsted acid catalyzed Friedel-Crafts alkylation reaction between trifluoromethyl-α,β-ynones and indoles has been described. The reaction is catalyzed by benzoic acid (5 mol%), with the indoles adding to the carbonyl carbon of the trifluoromethyl-α,β- ynones producing the corresponding 1,2-addition products as trifluoromethyl propargyl alcohols in high yields. Furthermore, treatment of the product with indoles in the presence of trifluoroacetic acid (10 mol%) afforded trifluoromethyl-functionalized unsymmetrical bis(indolyl)propynes in high yields.