54879-92-4

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 536-89-0 m-tolylhydrazine 
• 103973-41-7 deoxybenzoin m-tolylhydrazone 
• 501-65-5 diphenyl acetylene 
• 108-44-1 1-amino-3-methylbenzene 
• 108-86-1 bromobenzene 
• 637-04-7 (3-methylphenyl)hydrazine hydrochloride 
• 1235444-84-4 tert-butyl 2-(3-methylphenyl)hydrazinecarboxylate 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 13194-69-9 2-iodo-5-methylaniline 
• 99-08-1 1-methyl-3-nitrobenzene 

Downstream Products

• 857775-99-6 1-(6-methyl-2,3-diphenyl-1H-indol-1-yl)ethan-1-one 
• 54879-97-9 1-(6-methyl-2,3-diphenyl-indol-5-yl)-ethanone 
• 4937-62-6 2-amino-4-methylbenzophenone 
• 3098-18-8 2-hydroxy-4-methylbenzophenone 
• 81626-32-6 7-methyl-4-phenyl-quinolin-2-ol 
• 112217-88-6 9-methyl-5,6-diphenyl pyrrolo<1,2,3-de>-1,2,4-benzothiadiazin-3(2H)-one 1,1-dioxide 
• 112217-89-7 9-methyl-5,6-diphenyl-1H-pyrrolo<3,2,1-ij>quinazoline-1,3(2H)-dione 

Relevant academic research and scientific papers

Step and redox efficient nitroarene to indole synthesis

Step and redox efficiencies are a rising priority in synthetic method development, in order to make synthetic processes more sustainable and more affordable. Herein, a step and redox efficient nitroarene to indole synthesis is developed, in sharp contrast to the rich literature on the construction of indoles. Elemental zinc was found to be the best terminal reductant. This journal is

Method for preparing indole compounds by using rhodium/carbon as catalyst

The invention provides a method for preparing indole compounds by using rhodium/carbon as a catalyst. Corresponding indole compounds are formed through subjecting aniline and analogs thereof and alkyne to a catalytic cyclization reaction in the presence of the rhodium/carbon. The method has the beneficial effects that the preparation method is simple in process, the raw materials are cheap and readily available, the yield is high, inert-gas protection is not required, and the reaction temperature is relatively moderate.

A palladium/carbon as catalyst preparation of indole compounds method (by machine translation)

The present invention provides a palladium/carbon as catalyst preparation of indole compounds method, aniline and its analogs in the palladium/carbon with the alkyne under the action of the catalytic cyclization reaction, to form the corresponding indoles. This method has the advantages of: simple preparation method, the raw material is cheap, high yield, without protection of inert gas, the reaction temperature is relatively mild. (by machine translation)

N, N-Dimethylformamide-stabilized palladium nanoclusters as a catalyst for Larock indole synthesis

We show that N,N-dimethylformamide-stabilized Pd nanoclusters (NCs) have high catalytic activity in the reaction of substituted 2-iodoanilines with alkynes to give 2,3-disubstituted indoles. This indole synthesis does not require phosphine ligands and proceeds with low Pd catalyst loadings. The Pd NCs were separated from the mixture after the reaction, and recycled at least three times. Transmission electron microscopy images showed that the Pd particle size before the reaction was 1.5-2.5 nm. The particle size after the reaction was 2-3 nm. X-ray photoelectron spectroscopy showed that the binding energy of the Pd NCs before the reaction was 335.0 eV.

Transition-metal-free, visible-light-mediated cyclization of: O -azidoarylalkynes with aryl diazonium salts

Visible light along with 3 mol% eosin Y catalyzes the cyclization reaction of o-azidoarylalkynes with aryl diazonium salts by a photoredox process. We have investigated the scope of the reaction for several aryl diazonium salts and o-azidoarylalkynes. The general and easy procedure provides a transition-metal-free alternative for the formation of unsymmetrical 2,3-diaryl-substitued indoles.

Selective Synthesis of Indoles by Cobalt(III)-Catalyzed C-H/N-O Functionalization with Nitrones

The redox-neutral annulation of alkynes by differently decorated nitrones set the stage for a step-economical access to indoles with ample substrate scope. The redox-neutral C-H/N-O functionalization process proceeded through kinetically relevant C-H activation by carboxylate assistance, and displayed an excellent site- and regio-selectivity with unsymmetrical nitrones and alkynes.

Cobalt(III)-Catalyzed Redox-Neutral Synthesis of Unprotected Indoles Featuring an N-N Bond Cleavage

A redox-neutral cobalt(III)-catalyzed synthetic approach for the direct synthesis of unprotected indoles showcasing an N-N bond cleavage is reported. The herein newly introduced Boc-protected hydrazines establish a beneficial addition to the limited portfolio of oxidizing directing groups for cobalt(III) catalysis. Moreover, the developed catalytic methodology tolerates a good variety of functional groups.

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)

Rhodium(III)-Catalyzed Redox-Neutral C-H Annulation of Arylnitrones and Alkynes for the Synthesis of Indole Derivatives

By using a nitrone as the oxidizing directing group, a mild, practical and efficient rhodium(III)-catalyzed C-H functionalization for the synthesis of indole derivatives has been developed. This reaction obviates the need for an external oxidant and shows good functional group tolerance. The employment of a sterically hindered Mes group on the carbon center of the nitrone is crucial to produce indoles in high yield.

Regioselective synthesis of indoles via rhodium-catalyzed C-H activation directed by an in-situ generated redox-neutral group

A regioselective synthesis of indoles from arylhydrazine hydrochlorides with alkynes and diethyl ketone catalyzed by a rhodium complex is described. A possible mechanism involving an in-situ generated oxidizing directing group -N-Ni'CR1R2 assisted ortho-C-H activation and reductive elimination are proposed. The catalytic reaction is highly compatible with a wide range of functional arylhydrazines and alkynes. The reaction proceeds under mild reaction conditions and is atom-step economical.