1315477-55-4

Upstream product

• 90312-02-0 N-(2-hydroxymethylphenyl)-4-methylbenzenesulfonamide 
• 118-92-3 anthranilic acid 
• 6311-23-5 2-(toluene-4-sulfonylamino)-benzoic acid 
• 6590-65-4 N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide 
• 74-86-2 acetylene 
• 5344-90-1 2-Aminobenzyl alcohol 
• 1379771-04-6 C₉H₉NO 
• 98-59-9 p-toluenesulfonyl chloride 
• 529-23-7 o-aminobenzaldehyde 
• 78725-72-1 α-ethynyl-2-nitrophenylmethanol 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 1315477-51-0 N-(2-(1-hydroxy-1-(thiophen-2-yl)prop-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide 
• 1315477-54-3 3-(2-(tosylamino)phenyl)pent-1-yn-3-ol 
• 1315477-72-5 3-(thiophen-2-yl)-1-tosyl-1H-indole-2-carbaldehyde 
• 1315477-77-0 3-ethyl-1-tosyl-1H-indole-2-carbaldehyde 
• 1315477-94-1 (E)-2-(iodomethylene)-1-tosylindolin-3-ol 
• 146384-54-5 1-(p-toluenesulfonyl)-1H-indole-2-carboxyaldehyde 
• 1357000-32-8 4-methyl-N-[2-(prop-2-yn-1-yl)phenyl]benzenesulfonamide 
• 1067892-79-8 1-tosyl-1,4-dihydroquinoline 
• 1448809-00-4 2-(iodomethylene)-1-tosylindolin-3-one 
• 1448808-99-8 2-(iodomethylene)-1-tosylindolin-3-one 
• 4630-20-0 3-Methyl-9H-carbazole 

Relevant academic research and scientific papers

Oxidative Cyclization of o-(1-Hydroxy-2-alkynyl)- N-tosylanilides for the Synthesis of 4-Quinolones

The treatment of easily accessible o-(1-hydroxy-2-alkynyl)-N-tosylanilides 1 with excess manganese(IV) oxide in the presence of substoichiometric tetrabutylammonium iodide (TBAI) in chloroform (or in the absence of TBAI in dimethylformamide, DMF) promoted a sequential oxidation/intramolecular hydroamination to give 4-quinolones 3 and/or (Z)-2-alkylidene-3-oxindoles (Z)-4 in good yields. Possibly, MnO2 played dual roles as an oxidant and as a Lewis acidic activator of intermediary ynones 2. The product distributions between 3 and (Z)-4 could be controlled by the choice of solvents.

Substituent-Guided Palladium-Ene Reaction for the Synthesis of Carbazoles and Cyclopenta[ b]indoles

An efficient palladium-catalyzed intramolecular Trost-Oppolzer type Alder-ene strategy was developed for the synthesis of carbazoles and cyclopenta[b]indoles from easily accessible(3-allyl-1H-indol-2-yl)methyl acetates. This strategy was extended for the synthesis of naphthalenes and dibenzobenzofurans as well. In addition, a short synthesis of antibacterial and antifungal natural product glycozoline and its analogues was also achieved.

Substituent-Guided Palladium-Ene Reaction for the Synthesis of Carbazoles and Cyclopenta[b]indoles

An efficient palladium-catalyzed intramolecular Trost-Oppolzer type Alder-ene strategy was developed for the synthesis of carbazoles and cyclopenta[b]indoles from easily accessible(3-allyl-1H-indol-2-yl)methyl acetates. This strategy was extended for the synthesis of naphthalenes and dibenzobenzofurans as well. In addition, a short synthesis of antibacterial and antifungal natural product glycozoline and its analogues was also achieved.

One-Pot Trimetallic Relay Catalysis: A Unified Approach for the Synthesis of β-Carbolines and Other [c]-Fused Pyridines

A divergent strategy is presented for the synthesis of 1,3-di- and 1,3,4-trisubstituted β-carbolines through an unprecedented one-pot triple-orthogonal-metal relay catalysis, and 1,3-disubstituted 4-hydroxy-β-carbolines through a one-pot bimetallic relay

Synthesis of polysubstituted cyclopenta[b]indoles via relay gold(i)/Bronsted acid catalysis

An efficient relay catalytic process involving Au(i)/Bronsted acid to access various polysubstituted cyclopentannulated indoles from easily accessible 1-(2-aminophenyl)prop-2-ynols and readily available 1,3-dicarbonyls has been developed. In an unprecedented event, the intermediate 2-indolylmethyl cations undergo the cation-Ene reaction with various 1,3-dicarbonyls followed by an intramolecular Friedel-Crafts-type reaction generating functionalized cyclopenta[b]indoles. This journal is

Pd/C-catalyzed synthesis of (E)-2-arylmethylideneindolin-3-ols under ultrasound: Their initial evaluation as potential anti-proliferative agents

(E)-2-Arylmethylideneindolin-3-ol derivatives have been explored as new and potential anti-proliferative agents. Synthesis of these compounds was carried out by using a Pd/C-catalyzed alternative and one-pot method involving C-C coupling of 1-(2-(p-tosylamino)phenyl)prop-2-yn-1-ol with a range of iodoarenes followed by intramolecular hydroamination in the same pot. The reaction proceeded faster when performed under ultrasound irradiation. All these compounds showed selective growth inhibition of MDA-MB 231 cancer cells

Divergent Reactivity of Rhodium(I) Carbenes Derived from Indole Annulations

Rhodium(I) carbenes were generated from propargylic alcohol derivatives as the result of a dehydrative indole annulation. Depending on the choice of the electron-withdrawing group on the aniline nitrogen nucleophile, either a cyclopropanation product or dimerization product was obtained chemoselectively. Intramolecular hydroamidation occurred for the same type of propargylic alcohol derivatives when other transition-metal catalysts were employed.

1-(2′-Anilinyl)prop-2-yn-1-ol rearrangement for oxindole synthesis

A synthetic method that relies on NIS (N-iodosuccinimide)-mediated cycloisomerization reactions of 1-(2′-anilinyl)prop-2-yn-1-ols to gem-3-(diiodomethyl)indolin-2-ones and 2-(iodomethylene)indolin-3-ones has been developed. The reactions were shown to be chemoselective, with secondary and tertiary alcoholic substrates exclusively giving the 3- and 2-oxindole products, respectively. In the case of the latter, the transformation features an unprecedented double 1,2-OH and 1,2-alkyl migration relay. Density functional theory (DFT) calculations based on proposed iodoaminocyclization species provide insight into this unique divergence in product selectivity. Copyright

Metal-free synthesis of 1H-indole-2-carbaldehydes by N-iodosuccinimide- mediated cyclization of 1-(2′-anilinyl)prop-2-yn-1-ols in water. A formal synthesis of (R)-calindol

A N-iodosuccinimide (NIS)-mediated method to prepare 1H-indole-2- carbaldehydes efficiently from cycloisomerization of 1-(2-aminophenyl)prop-2-yn- 1-ols is described. The reaction is operationally straightforward and accomplished in good to excellent yiel

Formation of indoles, dihydroisoquinolines, and dihydroquinolines by ruthenium-catalyzed heterocyclizations

Indoles, dihydroisoquinolines, and dihydroquinolines were efficiently prepared by ruthenium-catalyzed heterocyclizations of aromatic homo- and bis-homopropargyl amines/amides in the presence of an amine/ammonium base-acid pair. These regioselective 5-endo and 6-endo cyclizations most probably occur by nucleophilic trapping of key ruthenium-vinylidene intermediates. Georg Thieme Verlag Stuttgart · New York.