title: Gold-catalyzed annulations of allenes with N-hydroxyanilines to form indole derivatives with benzaldehyde as a promoter.
abstract: Gold-catalyzed syntheses of 2,3-disubstituted indole derivatives from N-hydroxyanilines and allenes are described; these reactions require benzaldehyde as an additive to generate nitrones in situ. Our control experiments indicate that nitrones and water were indispensable in the reactions whereas N-hydroxyanilines alone were inactive nucleophiles. This synthetic method is compatible with allenes and N-hydroxyanilines with a reasonable range, further highlighting its synthetic utility.
authors.affiliation: Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, Republic of China. rsliu@mx.nthu.edu.tw.
authors.forename: Rahul Kisan
authors.initials: RK
authors.lastname: Kawade
authors.forename: Po-Han
authors.initials: PH
authors.lastname: Huang
authors.forename: Somnath Narayan
authors.initials: SN
authors.lastname: Karad
authors.forename: Rai-Shung
authors.initials: RS
authors.lastname: Liu
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000627:Aminophenols / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry*; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000466:Alkadienes; D000627:Aminophenols; D001547:Benzaldehydes; D007211:Indoles; C025947:propadiene; D006046:Gold; C030374:indole; C032175:benzaldehyde