Gold-Catalyzed Formal [4 + 2] Cycloaddition of 5‑(Ethynylamino)pent-2-yn-1-yl Esters to 1,2,3,5-Tetrahydrobenzo[<i>g</i>]quinolines

A synthetic method to prepare 1,2,3,5-tetrahydrobenzo­[<i>g</i>]­quinolines efficiently that relies on gold­(I)-catalyzed cycloisomerization of 5-(ethynylamino)­pent-2-yn-1-yl esters at room temperature under atmospheric conditions is described. The proposed reaction mechanism presents a unique instance of an in situ formed allenic ester and gold keteniminium species to undergo a formal [4 + 2] cycloaddition pathway

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Cycloisomerization of 1,7-Diyne Benzoates to Indeno[1,2-<i>c</i>]azepines and Azabicyclo[4.2.0]octa-1(8),5-dines

A synthetic method that relies on Au­(I)-catalyzed cycloisomerization reactions of 1,7-diyne benzoates to prepare indeno­[1,2-<i>c</i>]­azepines and azabicyclo[4.2.0]­octa-1(8),5-dines is described

Gold-Catalyzed Domino Aminocyclization/1,3-Sulfonyl Migration of N‑Substituted <i>N</i>‑Sulfonyl-aminobut-3-yn-2-ols to 1‑Substituted 3‑Sulfonyl‑1<i>H</i>‑pyrroles

A method to prepare 1-substituted 3-sulfonyl-1<i>H</i>-pyrroles efficiently that relies on the gold­(I)-catalyzed cycloisomerization of N-substituted<i> N</i>-sulfonyl-aminobut-3-yn-2-ols is described. The method was shown to be applicable to a broad range of 1,7-enyne alcohols containing electron-withdrawing, electron-donating, and sterically demanding substrate combinations. The mechanism is suggested to involve activation of the propargylic alcohol by the Au­(I) catalyst, which causes the intramolecular nucleophilic addition of the sulfonamide unit to the alkyne moiety. The resulting nitrogen-containing heterocyclic intermediate undergoes dehydration and deaurative 1,3-sulfonyl migration, a process that remains rare in gold catalysis, to give the aromatic nitrogen-containing product