3377-72-8

Upstream product

• 16886-10-5 3-benzyl-1H-indole 
• 64-17-5 ethanol 
• 131976-80-2 3-(α-hydroxyimino-phenethyl)-indolin-2-one 
• 127-08-2 potassium acetate 
• 79409-01-1 1-(N-methyl-anilino)-3-phenyl-acetone 
• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 
• 932-98-9 1-chloro-4-nitroso-benzene 
• 81784-69-2 N-Hydroxy-3-oxo-4,N-diphenyl-butyramide 
• 74965-87-0 2,2-dimethyl-5-(2-phenylacetyl)-1,3-dioxane-4,6-dione 
• 97839-64-0 benzyl-1, azido-1-dihydro-1,2-benzocyclobutene 
• 77287-66-2 benzyl-1, hydroxy-1-dihydro-1,2-benzocyclobutene 
• 66696-84-2 5-(1-hydroxy-2-phenylethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 81803-86-3 N-acetyl-2-(phenylacetoacetyl)aniline 

Downstream Products

• 81803-88-5 1-benzoyl-1-benzyloxycarbonylindole 
• 106103-38-2 2-methyl-1-phenyl-9H-carbazole 
• 870987-41-0 1-benzyl-3,4-bis-(2-benzyl-1H-indol-3-yl)-pyrrole-2,5-dione 
• 936243-81-1 2-benzyl-3-nitro-1H-indole 
• 244090-30-0 2-Benzyl-3-indolecarboxylic acid 
• 1234333-46-0 (+)-(R)-2-benzylindoline 
• 117946-91-5 luzindole 
• 3377-75-1 2,3-dibenzyl-indole 

Relevant academic research and scientific papers

Copper-Catalyzed Direct C2-Benzylation of Indoles with Alkylarenes

The copper-catalyzed regioselective cross-dehydrogenative coupling of N-pyrimidylindoles with benzylic C(sp3)-H bonds has been developed. Di-tert-butyl peroxide was employed as a mild oxidant, and benzaldehyde proved to be an effective additive. This reaction provides a direct and pratical route to a variety of 2-benzylindoles.

Synthesis of Indole/Benzofuran-Containing Diarylmethanes through Palladium-Catalyzed Reaction of Indolylmethyl or Benzofuranylmethyl Acetates with Boronic Acids

The palladium-catalyzed synthesis of indole/benzofurancontaining diarylmethanes starting from indolylmethyl or benzofuranylmethyl acetates with boronic acids has been investigated. The success of the reaction is influenced by the choice of precatalyst: with indolylmethyl acetates the reaction works well with [Pd(η3-C3H5)Cl]2/XPhos while with benzofuranylmethyl acetates Pd2(dba)3/XPhos is more efficient. The good to high yields and the simplicity of the experimental procedure make this protocol a versatile synthetic tool for the preparation of 2- and 3-substituted indoles and 2-benzo[b]furans. The methodology can be advantageously extended to the preparation of a key precursor of Zafirlukast.

Method for synthesizing 2-substituted indole derivative under catalysis of copper

The invention relates to a method for synthesizing a 2-substituted indole derivative under the catalysis of copper, which comprises the following step of: reacting by taking copper acetylacetonate (Cu (acac) 2) as a catalyst and taking indole and halogenated hydrocarbon as raw materials to obtain the 2-substituted indole derivative. Compared with the prior art, the method has the advantages that the copper acetylacetonate Cu (acac) 2 which is low in price, easy to obtain and stable in property is used as the catalyst, the method is green and economical, the catalyst is used for catalyzing the indole and halogenated hydrocarbon to react to synthesize the 2-substituted indole derivative, the reaction condition is mild, and the selectivity and yield of the product are high; and the synthesis method is simple and green, the 2-substituted indole derivative is directly constructed by using cheap and easily available raw materials indole and halogenated hydrocarbon, and the 2-substituted indole derivative has good substrate universality and has wide application value in the fields of pharmaceutical chemistry, fine chemical industry and the like.

Cu-catalyzed cyclization to construct indoles fromN-(ortho-chloromethyl)aryl carbamates and terminal alkynesviaa one-pot reaction

In this reaction, a new strategy for the synthesis of indoles fromN-(ortho-chloromethyl)aryl carbamates and terminal alkynesviaCu-catalyzed coupling-cyclization has been developed. The reactions proceeded smoothly under mild conditions with a wide functional group tolerance.

Protocols for the Syntheses of 2,2′-Bis(indolyl)arylmethanes, 2-Benzylated Indoles, and 5,7-Dihydroindolo[2,3- b]carbazoles

The electrophilic substitution reaction of 4,7-dihydroindole with aryl-aldehydes as an electrophilic partner followed by an oxidation step to deliver 2,2′-bis(indolyl)arylmethanes was studied for the first time. The reaction afforded regioselectivity at the 2,2′-positions of indole in an operationally simple and inexpensive procedure with a variety of substrates. To the best of our knowledge, this is the first set of examples of 2,2′-bis(indolyl)arylmethanes obtained in a substituent-free manner. A facile method from dipyrromethanes to the corresponding 2-benzylindoles was also reported. In addition, 2,2′-bis(indolyl)arylmethanes were converted to 5,7-dihydroindolo[2,3-b]carbazoles.

Br?nsted-Acid-Promoted Rh-Catalyzed Asymmetric Hydrogenation of N-Unprotected Indoles: A Cocatalysis of Transition Metal and Anion Binding

The incorporation of Br?nsted acid, thiourea anion binding, and transition metal catalysis enables an efficient method to synthesize chiral indolines via hydrogenation of indoles. Catalyzed by a rhodium/ZhaoPhos complex, asymmetric hydrogenation of unprotected indoles is performed smoothly with excellent enantioselectivities (up to 99% ee, up to 400 TON). Br?nsted acid HCl activates indoles to form iminium ion intermediates. Mechanistic studies support the assumption that anion binding plays a crucial role as a secondary interaction. DFT calculations reveal an outer-sphere mechanism in this chemical transformation.

Nickel-Catalyzed C(sp2)-H/C(sp3)-H Oxidative Coupling of Indoles with Toluene Derivatives

Nickel-catalyzed oxidative C(sp2)-H/C(sp3)-H coupling of indoles with toluene derivatives is successfully achieved in the presence of 2-iodobutane as the oxidant. This method allows the selective C-2 benzylation of indoles with toluene derivatives over the alkylation with 2-iodobutane and permits the coupling of diversified indoles via the monochelation assistance. The reaction proceeded through a single-electron-transfer (SET) process, wherein both the C-H nickelation of indole and the C-H activation of toluene derivatives have a significant effect on the entire reaction rate. The synthetic utility of this nickel-catalyzed protocol is demonstrated by the facile removal of the directing group and by the convenient synthesis of the melatonin receptor antagonist Luzindole derivatives.

Bisindolylmaleimide derivative, and preparation method and use thereof

The invention provides a bisindolylmaleimide derivative, and a preparation method and a use thereof. The bisindolylmaleimide derivative has a good tumor treatment effect, especially has a good treatment effect on some drug-resistant tumors, and can realize accurate treatment of the drug-resistant tumors.

Enantioselective arylative dearomatization of indoles via pd-catalyzed intramolecular reductive heck reactions

A highly enantioselective intramolecular arylative dearomatization of indoles via palladium-catalyzed reductive Heck reactions was developed. The new strategy led to a series of optically active indolines bearing C2-quaternary stereocenters in modest to good yields with excellent enantioselectivities (up to 99% ee).

Palladium-catalyzed diastereoselective oxyarylation of 2-alkylindoles

Diastereoselective oxyarylation of N-protected 2-alkylindoles with commercially available boronic acids and TEMPO as a mild oxidant to give N-protected 2-aryl-2-alkyl-3-(2-chloroacetoxy)indolines is described. Reactions are easy to conduct, and product indolines containing a fully substituted C-center are obtained in good yields with good to excellent selectivities.