Synthesis of 1,2,6-trisubstituted indoles from 6-propargylcyclohex-2-enones and primary amines

Synthesis of N‐ureido Pyrrole Derivatives Through Gold‐Catalysed Reaction: Solvent and Catalyst Effect

“…Unconjugated ynones are compounds that contain at least one carbon between the carbonyl group and the alkyne group. [14][15][16] It has been reported that substituted pyrrole derivatives are obtained as a result of the reactions of unconjugated ynone starting compounds and amine derivatives in the presence of metal catalysts such as gold(III)catalyzed(NaAuCl 3 ), mixture of gold (I) chloride, silver trifluoromethanesulfonate and triphenylphosphine (AuCl, AgOTf and PPh 3 ), Lanthanum (III) trifluoromethanesulfonate (La(OTf) 3 ), Indium trifluoromethanesulfonate/ Indium (III) tris (trifluoromethanesulfonimide) (In(OTf) 3 /In(NTf 2 ) 3 ), iron halide salts (FeCl 3 ), gold (III) catalyzed (AuCl 3 ). [17][18][19][20][21][22][23][24] In addition, it has been reported that pyrrole derivatives are obtained as a result of the reaction of propargylic alcohol derivatives and 1,3-dicarbonyl derivatives with amine derivatives in the presence of a metal catalyst such as Silver hexafluorophosphate (AgSbF 6 ), Ir À Sn heterobimetallic catalyst, Copper (II) triflate (Cu(OTf) 2 ), Indium(III) chloride (InCl 3 ).…”

“…One of these methods is the synthesis of pyrrole derivatives by metal‐catalyzed cyclization of unconjugated ynone starting compounds. Unconjugated ynones are compounds that contain at least one carbon between the carbonyl group and the alkyne group [14–16] . It has been reported that substituted pyrrole derivatives are obtained as a result of the reactions of unconjugated ynone starting compounds and amine derivatives in the presence of metal catalysts such as gold(III)catalyzed(NaAuCl 3 ), mixture of gold (I) chloride, silver trifluoromethanesulfonate and triphenylphosphine (AuCl, AgOTf and PPh 3 ), Lanthanum (III) trifluoromethanesulfonate (La(OTf) 3 ), Indium trifluoromethanesulfonate/ Indium (III) tris (trifluoromethanesulfonimide) (In(OTf) 3 /In(NTf 2 ) 3 ), iron halide salts (FeCl 3 ), gold (III) catalyzed (AuCl 3 ) [17–24] .…”