247155-39-1

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 6367-75-5 2-(tosylamino)ethyl p-toluenesulfonate 
• 3634-89-7 N-(p-toluenesulfonyl)aziridine 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 247155-24-4 4-methyl-N-(4-(trimethylsilyl)but-3-yn-1-yl)benzenesulfonamide 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 161040-05-7 N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide 
• 536-74-3 phenylacetylene 
• 130410-08-1 phenyl(phenylethynyl)iodonium triflate 

Downstream Products

• 1309565-65-8 1-tosyl-2,3-dihydro-1H-benzo[f]indole 

Relevant academic research and scientific papers

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

A synthetic method to prepare 1,2,3,5-tetrahydrobenzo[g]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.

Dual Gold-Catalyzed Formal Tetradehydro-Diels–Alder Reactions for the Synthesis of Carbazoles and Indolines

This work reports a dual gold-catalyzed tetradehydro-Diels–Alder reaction for the synthesis of nitrogen-containing aromatic heterocycles. Under the catalytic system (IPrAuNTf2/DIPEA), indolines and carbazoles as well as other N-containing aromatic heterocycles were prepared in high yields with good functional group tolerance. Unlike the traditional thermal tetradehydro-Diels–Alder reactions, diluted reaction concentration and radical prohibitors are not required for this protocol. Experimental data support a mechanism involving gold vinylidene species, which undergoes a 6 π electrocyclization, followed with 1,2-hydrogen shift.

Gold-Catalyzed Formal Dehydro-Diels–Alder Reactions of Ene-Ynamide Derivatives Bearing Terminal Alkyne Chains: Scope and Mechanistic Studies

A new protocol for the synthesis of a variety of N-containing aromatic heterocycles by a formal gold-catalyzed dehydro-Diels–Alder reaction of ynamide derivatives has been developed. Deuterium-labeling experiments and kinetic studies support the involvement of a dual gold catalysis mechanism in which a gold acetylide moiety adds onto an aurated keteneiminium.

Rhodium(I)-catalyzed [2+2+2] cycloadditions with N-functionalized 1- alkynylamides: A conceptually new strategy for the regiospecific synthesis of substituted indolines

The regiospecific introduction of substituents into the 4-position of 2,3-dihydroindoles (indolines), which is significant for the synthesis of various natural products and pharmaceuticals, was achieved by rhodium(I)- catalyzed cyclotrimerizations of 1 wi