2989-63-1

Upstream product

• 23041-45-4 3-amino-2-phenylindole 
• 6339-33-9 3-imino-2-phenyl-3H-indole 
• 40015-25-6 3-(methylthio)-2-phenyl-1H-indole 
• 78395-82-1 3-(4-nitrophenyldiazenyl)-2-phenyl-1H-indole 
• 948-65-2 2-phenyl-indole 
• 16355-10-5 2-methoxy-2-phenyl-1,2-dihydro-3H-indol-3-one 
• 837-63-8 (benzo[c]isoxazol-3-yl)(phenyl)methanone 
• 64-17-5 ethanol 
• 784-45-2 3-nitroso-2-phenyl indole 
• 4676-99-7 2-phenyl-indol-3-one oxime 
• 64109-88-2 2-phenyl-3-H-indole 
• 120-46-7 1,3-diphenylpropanedione 
• 199277-23-1 1-azido-2-(phenylethynyl)benzene 
• 591-50-4 iodobenzene 

Downstream Products

• 579-93-1 2-(Benzoylamino)benzoic Acid 
• 4676-99-7 2-phenyl-indol-3-one oxime 
• 150057-24-2 1,2-dihydro-2-phenyl-2-(1,2-dimethylindol-3-yl)-3H-indol-3-one 
• 74705-61-6 2-chloro-1,2-dihydro-3-oxo-2-phenyl-3H-indole 1-oxyl 
• 25411-00-1 (3-oxo-2-phenyl-2,3-dihydro-indol-2-yl)-phenyl-acetic acid 
• 65817-64-3 2-ethyl-2-phenyl-1,2-dihydro-3H-indol-3-one 
• 71149-35-4 3-ethyl-2-phenyl-3H-indol-3-ol 
• 71149-37-6 3-tert-butyl-2-phenyl-3H-indol-3-ol 
• 71149-34-3 2-tert-butyl-2-phenyl-1,2-dihydro-3H-indol-3-one 
• 3920-67-0 2-methyl-2-phenyl-1,2-dihydro-3H-indol-3-one 
• 1213-48-5 3-hydroxy-3-methyl-2-phenyl-3H-indole 
• 71149-36-5 2-phenyl-3-iso-propyl-3H-indol-3-ol 
• 71149-33-2 2-phenyl-2-iso-propyl-1,2-dihydro-3H-indol-3-one 
• 23740-98-9 3-hydroxy-2,3-diphenyl-3H-indole 

Relevant academic research and scientific papers

Pd-Catalyzed One-Pot Insertion Reaction of Cyclic C-Acylimines into Carbon-Carbon σ-Bonds for the Synthesis of Polyfunctional Indolin-3-ones from 2-Alkynyl Arylazides and Aryl Ketones

A method to prepare polyfunctional indolin-3-ones by Pd-catalyzed one-pot insertion reaction of cyclic C-acylimines into carbon-carbon σ-bonds is described. The reaction was accomplished in good to excellent yields under mild reaction conditions. (Figure presented.).

Palladium-Catalyzed One-Pot Synthesis of C2-Quaternary Indolin-3-ones via 1H-indole-3-sulfonates Generated in Situ from 2-Alkynyl Arylazides and Sulfonic Acids

A novel method for the synthesis of C2-quaternary indole-3-ones via palladium-catalyzed one-pot transformation of 2-alkynyl arylazides is described. The reaction produced in moderate to excellent yields under mild conditions. This novel rearrangement of 1-H-indole-3-sulfonates represents an important contribution to the application of aryl sulfonates. (Figure presented.).

Ipso-substitution Reactions of 3-Substituted Indoles with Benzoyl t-Butyl Nitroxide

Reactions between benzoyl t-butyl nitroxide and certain 2-phenylindoles carrying a substituent at C-3 give 2-phenyl-3H-indol-3-one; 2-phenylindole itself gives compound (7).

One-Pot Asymmetric Oxidative Dearomatization of 2-Substituted Indoles by Merging Transition Metal Catalysis with Organocatalysis to Access C2-Tetrasubstituted Indolin-3-Ones

A one-pot approach for the asymmetric synthesis of C2-tetrasubstituted indolin-3-ones from 2-substituted indoles was developed via merging transition metal catalysis with organocatalysis. This strategy involves two processes, including CuI catalyzed oxidative dearomatization of 2-substituted indoles using O2 as green oxidant, and followed by an proline-promoted asymmetric Mannich reaction with ketones or aldehydes. A series of C2-tetrasubstituted indolin-3-ones were obtained in 35–86% yields, 2:1->20:1 dr and 48–99% ee. Moreover, the synthetic 2-tetrasubstituted indolin-3-ones could be easily transformed into 1H-[1,3] oxazino [3,4-a]indol-5(3H)-ones via a [4+1] cyclization process. In addition, the synthetic compound 3 s show certain antibacterial activity against S. aureus ATCC25923 and multi-drug resistance bacterial strain of S. aureus (20151027077) and its MIC values up to 8 μg/mL and 16 μg/mL, respectively. (Figure presented.).

Selective synthesis of 2-indolyl-3-oxoindolines or 2-(2-aminophenyl)quinolines through Cu(II)- or Bi(III)-catalyzed tunable dimerizations of 2-alkynylanilines

A novel and selective synthesis of 2-indolyl-3-oxoindolines or 2-(2-aminophenyl)quinolines through tunable dimerizations of 2-alkynylanilines is presented. Mechanistically, the formation of 2-indolyl-3-oxoindolines involves a Cu(OAc)2/O2-promoted intramolecular cyclization of 2-alkynylaniline to give the required indole and 3H-indol-3-one intermediates followed by the indolylation of 3H-indol-3-one. On the other hand, the formation of 2-(2-aminophenyl)quinolines is believed to go through a Bi(OTf)3/MesCO2H-catalyzed intermolecular N-nucleophilic addition between two 2-alkynylaniline molecules to give an enamine intermediate followed by its intramolecular C-nucleophilic addition/annulation. Notable features of these new methods include easily obtainable substrates, economical catalysts and oxidant, controllable selectivity, and high versatility toward diverse products.

Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality

An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3H-indol-3-ones, and the target products were obtained in high yields with excellent enantioselectivity and diastereoselectivity.

Highly enantioselective electrosynthesis of C2-quaternary indolin-3-ones

A highly enantioselective and direct synthesis of C2-quaternary indolin-3-ones from 2-arylindoles by combining electrochemistry and organocatalysis is described. Excellent enantioselectivities (up to 99% ee) and diastereoselectivities (>20 : 1) can be obtained through anodic oxidation in combination with asymmetric proline-catalyzed alkylation in an undivided cell under constant-current conditions.

Synthesis of N-Fused Seven-Membered Indoline-3-ones via a Palladium-Catalyzed One-Pot Insertion Reaction from 2-Alkynyl Arylazides and Cyclic β-Diketones

A novel strategy to synthesize N-fused seven-membered multifunctional polycyclic indoline-3-one derivatives via insertion of cyclic C-acylimines into cyclic β-diketones has been described. The reaction proceeded well under mild reaction conditions via a one-pot, three-steps method, which has shown good tolerance of various functional groups.

Organocatalytic Asymmetric Dearomative Oxyalkylation of Indoles Enables Access to C2-Quaternary Indolin-3-ones

A facile and efficient asymmetric dearomative oxyalkylation of indoles with TEMPO oxoammonium salt and a variety of aldehydes and ketones has been described. This metal-free approach provides a straightforward access to C2 quaternary oxindoles in high yie

A straightforward TBHP-mediated synthesis of 2-amidobenzoic acids from 2-arylindoles and their antimicrobial activity

A simple and highly efficient strategy has been developed for the synthesis of 2-amidobenzoic acids through the tert-butyl hydroperoxide (TBHP)-mediated oxygenation and sequential ring opening of 2-arylindoles in a one-pot fashion under metal-free aerobic conditions. The developed synthetic protocol is operationally simple, tolerates a wide range of functional groups, and is amenable to the gram-scale. Radical trapping experiments revealed that the reaction involves a radical pathway. The synthesized compounds (2a-s) were tested for in vitro antimicrobial activity. Among all screened compounds, 2d showed the maximum antibacterial activity against P. aerugunosa (ZOI = 17 mm, MIC = 32 μg mL-1) and compounds 2d and 2p showed the maximum (32 μg mL-1) antifungal activity against A. flavus and C. albicans.