65817-55-2

Upstream product

• 857561-13-8 2-(4-methylphenyl)-1-phenyl-2-(phenylamino)ethan-1-one 
• 542-11-0 aniline hydrobromide 
• 62-53-3 aniline 
• 100-63-0 phenylhydrazine 
• 2001-28-7 2-phenyl-1-p-tolyl-ethanone 
• 88879-84-9 Methyl-[1-phenyl-1-(3-phenyl-2-p-tolyl-3H-indol-3-yl)-meth-(E)-ylidene]-amine 
• 86839-10-3 2-(p-Toluoylamino)benzophenon 
• 39778-98-8 2-Phenylbenzazete 
• 33334-16-6 4-phenyl-1,2,3-benzotriazine 
• 88879-82-7 3-Methyl-4,5-diphenyl-2-p-tolyl-3H-benzo[d][1,3]diazepine 
• 3287-02-3 4-(phenylethynyl)toluene 
• 615-43-0 2-iodophenylamine 
• 615-36-1 2-bromoaniline 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Relevant academic research and scientific papers

An Oxidant- And Catalyst-Free Synthesis of Dibenzo[ a, c ]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1 H -indoles

An efficient methodology for the synthesis of dibenzo[a,c]- carbazoles via annulation of 2,3-diphenyl-1H-indoles in EtOH under UV light irradiation (λO = 365 nm) along with hydrogen evolution is described. This method exhibits the advantages of mild reaction conditions, no requirement of any oxidants and catalysts, and release of hydrogen as the only byproduct. Notably, the mechanism investigation confirms that the trans-4b,8a-dihydro-9H-dibenzo[a,c]carbazole intermediate could convert into cis-4b,8a-dihydro-9H-dibenzo[a,c]carbazole, which relies on the nitrogen atom of the indole ring. This is followed by intramolecular dehydrogenation which yields the dibenzo[a,c]carbazoles. 2021. Thieme. All rights reserved.

Selective Synthesis of N-Unsubstituted and N-Arylindoles by the Reaction of Arynes with Azirines

The transition-metal-free and temperature-dependent highly selective reaction of arynes with 2H-azirines allowing the synthesis of either N-unsubstituted or N-arylindoles has been developed. At 60 °C, arynes generated from 2-(trimethylsilyl)aryl triflates smoothly insert into 2H-azirines to form 2,3-diarylindoles with high selectivity. Interestingly, when the reaction was performed at -10 °C, the selectivity was switched to the formation of 1,2,3-triarylindoles in good yields.

A kind of high-efficient synthetic indole and isoquinoline derivatives (by machine translation)

The invention discloses a substituted indole and isoquinoline preparation method, which belongs to the technical field of organic chemical synthesis. This method adopts the oxygen as the oxidizing agent, various substituents substituted alkyne starting material of the aromatic amine or [...] , by transition metal-catalyzed, get containing indole or isoquinoline compound of the structure. The reaction raw material, oxidizing agent and cheap and easily obtained catalyst, synthesis technique is simple, which greatly reduces the cost of synthesizing; mild reaction conditions, high yield, easy industrialization; reaction raw materials and catalyst cleaning non-toxic, small pollution to the environment. Such compounds and their derivatives as an important fine chemicals, in the medical, agricultural chemicals, perfume and widely used photoelectric and other industries. (by machine translation)

Rh-Catalyzed oxidative C-H activation/annulation: Converting anilines to indoles using molecular oxygen as the sole oxidant

A practical and efficient Rh(iii)-catalyzed aerobic C-H activation has been developed for the facile synthesis of a broad range of indoles from simple anilines and alkynes. The protocol could be conducted under mild conditions and used environmentally friendly oxygen as the sole clear oxidant.

Phosphine-free thiopseudourea-Pd(II) complex catalyzed Larock heteroannulation of 2-haloamines with internal alkynes

We examined the Pd-catalyzed heteroannulation of 2-haloamines with internal alkynes under phosphinefree conditions. The thiopseudourea palladium(II) complex (5) found to be an efficient catalyst for the Pd induced heteroannulation. Achieved high turnover number for the heteroannulation reactions of internal alkynes with 2-iodoaniline. A variety of 2-bromoanilines and N-tosyl substituted 2-bromoanilines effectively reacted with different substituted internal alkynes to give the corresponding indoles in good to high yields (1:1 ratio of regioisomers).

The regioselective Larock indole synthesis catalyzed by NHC-palladium complexes

The first practical and regioselective process for the synthesis of 2,3-disubstituted indoles from the reaction of o-iodoanilines or o-bromoanilines and their derivatives with symmetrical and unsymmetrical internal alkynes catalyzed by a ferrocene-functionalized N-heterocyclic carbene (NHC)-palladium complex has been developed, and the indoles were isolated in good yields with high regioselectivity.

SmI2 mediated synthesis of 2,3-disubstituted indole derivatives

A novel preparation of 2,3-disubstituted indole derivatives was achieved through SmI2 induced intramolecular reductive coupling reactions of acylamido carbonyl compounds.

Facile preparation of 2,3-disubstituted indole derivatives through low-valent titanium induced intramolecular reductive coupling reactions of acylamido-carbonyl compounds

An efficient synthesis of 2,3-disubstituted indole derivatives through low-valent titanium induced reductive cyclisation of suitably substituted acylamido-carbonyl compounds is described.

Formation of 3H-1,3-Benzodiazepines by Cycloaddition of 1,3-Oxazol-5-ones to 2-Phenylbenzazete

Cycloaddition of 1,3-oxazol-5-ones (2) to 2-phenylbenzazete (1) gives 3H-1,3-benzodiazepines (4) which undergo thermal rearrangement to 3H-indoles.