665033-49-8

Upstream product

• 664981-88-8 N-{2-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-phenyl}-4-methyl-benzenesulfonamide 
• 61613-20-5 N-tosyl-2-iodoaniline 
• 107-19-7 propargyl alcohol 
• 98-59-9 p-toluenesulfonyl chloride 
• 125812-44-4 2-(2-(hydroxymethyl)ethynyl)aniline 
• 609-73-4 o-nitroiodobenzene 
• 615-43-0 2-iodophenylamine 
• 665033-45-4 2-(3-tert-butyldimethylsilyloxy-1-propynyl)-nitrobenzene 
• 665033-47-6 2-(3-tert-butyldimethylsilyloxy-1-propynyl)aniline 
• 80151-24-2 3-(2-nitro-phenyl)-prop-2-yn-1-ol 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 14278-37-6 1-tosyl-2,3-dihydroquinolin-4(1H)-one 
• 4295-36-7 2,3-dihydroquinolin-4(1H)-one 
• 76263-65-5 (E)-3-[1-(phenyl)-methylidene]-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one 
• 861369-05-3 3-chloro-1-p-toluenesulfonyl-2,3-dihydro-1H-quinolin-4-one 
• 852292-54-7 2-[3-[2-(Toluene-4-sulfonylamino)-phenyl]-prop-2-yn-(E)-ylidene]-succinic acid 1-ethyl ester 
• 852292-42-3 4-methyl-N-(2-(3-oxoprop-1-yn-1-yl)phenyl)benzenesulfonamide 

Relevant academic research and scientific papers

Catalytic Enantioselective Synthesis of Amino Skipped Diynes

The Cu-catalyzed synthesis of nonracemic 3-amino skipped diynes via an enantiodetermining C-C bond formation is described using StackPhos as ligand. Despite challenging issues of reactivity and stereoselectivity inherent to these chiral skipped diynes, the reaction tolerates an extremely broad substrate scope with respect to all components and provides the title compounds in excellent enantiomeric excess. The alkyne moieties are demonstrated here to be useful synthetic handles, and 3-amino skipped diynes are convenient building blocks for enantioselective synthesis.

Superacid-catalyzed tandem Meyer–Schuster rearrangement/intramolecular hydroamination of o-anilinopropargyl alcohols for the synthesis of 2,3-dihydro-4(1H)-quinolones

A TfOH-catalyzed synthesis of 2,3-dihydro-4(1H)-quinolones from o-anilinopropargyl alcohols was developed. Studies of N-protecting groups and substituents in phenyl rings showed that diverse groups could be applied. By controlling the catalyst loading, o-anilinopropargyl alcohols underwent the expected transformation smoothly to produce N-protected or N-deprotected 2,3-dihydro-4 (1H)-quinolones in good yields. This transformation probably involved a tandem Meyer–Schuster rearrangement/intramolecular hydroamination reaction process.

A robust, well-defined homogeneous silver(I) catalyst for mild intramolecular hydroamination of 2-ethynylanilines leading to indoles

A highly efficient, chemically stable and well-defined homogeneous silver(I) catalyst is reported for the room temperature, intramolecular hydroamination of 2-alkynylanilines leading to indole derivatives. Copyright

A Robust, Well-Defined Homogeneous Silver(I) Catalyst for Mild Intramolecular Hydroamination of 2-Ethynylanilines Leading to Indoles

A highly efficient, chemically stable and well-defined homogeneous silver(I) catalyst is reported for the room temperature, intramolecular hydroamination of 2-alkynylanilines leading to indole derivatives.

Et2Zn-catalyzed intramolecular hydroamination of alkynyl sulfonamides and the related tandem cyclization/addition reaction

(Chemical Equation Presented) Intramolecular hydroamination of alkynyl amides was effected by a catalytic amount of Et2Zn (20 mol %) to form indole derivatives, and a tandem cyclization/nucleophilic addition procedure involving reaction of the indole zinc salt intermediate with acid chlorides or halides was developed to provide an efficient approach to C3-substituted indole derivatives when an excess of Et2Zn (120 mol %) was used.

A new preparative route to substituted carbazoles by benzannulation

A new regioselective pathway to substituted carbazole derivatives is described here. According to this procedure substituted 2-alkoxycarbonyl-4- acetoxy-9-(p-toluenesulfonyl) carbazoles are obtained by treatment of substituted 6-[2-(p-toluenesulfonyl-amin

Development of an Efficient Procedure for Indole Ring Synthesis from 2-Ethynylaniline Derivatives Catalyzed by Cu(II) Salts and Its Application to Natural Product Synthesis

The development of efficient methods for the indole synthesis catalyzed by Cu(II) salts and its applications were investigated. Cu(OAc)2 has been proved to be the best catalyst for the synthesis of various 1-p-tolylsulfonyl or 1-methylsulfonylindoles, which have both electron-withdrawing and electron-donating groups on the aromatic ring and C2 position of indoles. For the primary aniline derivatives, Cu(OCOCF 3)2 showed good activities, while Cu(OAc)2 was a good catalyst for the cyclization of secondary anilines. This methodology could be applied to the sequential cyclization reaction for the compounds which have the electrophilic part in the same molecule. By prior treatment with KH, the sequential cyclization was realized to provide the tricyclic ring systems, but it was limited to five- and six-membered rings for the second cyclization. Finally, formal and total synthesis of hippadine with the Cu(II)-promoted indole synthesis as the key step was accomplished.