52598-02-4

Usage

Uses

Used in Material Science:
5-Chloro-2,3-diphenyl-1H-indole is used as an optical material for its unique properties, contributing to the development of advanced materials with specific light absorption and emission characteristics.
Used in Pharmaceutical Industry:
5-Chloro-2,3-diphenyl-1H-indole is used as a potential drug candidate for its possible biological activity, which may lead to the discovery of new therapeutic agents for various diseases and conditions.
Used in Organic Chemistry:
5-Chloro-2,3-diphenyl-1H-indole is used as a synthetic intermediate for the development of new organic compounds and the study of synthesis methods, expanding the scope of organic chemistry research.

InChI:InChI=1/C20H14ClN/c21-16-11-12-18-17(13-16)19(14-7-3-1-4-8-14)20(22-18)15-9-5-2-6-10-15/h1-13,22H

Upstream product

• 103973-44-0 deoxybenzoin p-chlorophenylhydrazone 
• 501-65-5 diphenyl acetylene 
• 21650-51-1 (E)-bis(4-chlorophenyl)diazene 
• 20265-96-7 p-chloroaniline hydrochloride 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 21259-25-6 N-Benzoyl-2-amino-5-chlorobenzophenone 
• 451-40-1 phenyl benzyl ketone 
• 873-38-1 4-chloro-2-bromoaniline 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 1417717-04-4 tert-butyl 2-(4-chlorophenyl)hydrazine-1-carboxylate 
• 1417819-68-1 1-azido-4-chloro-2-(phenylethynyl)benzene 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 104-12-1 p-chlorphenylisocyanate 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 191348-90-0 5-chloro-2,3-diphenyl-1H-indol-6-ylamine 

Relevant academic research and scientific papers

Synthesis of Unprotected and Highly Substituted Indoles by the Ruthenium(II)-Catalyzed Reaction of Phenyl Isocyanates with Diaryl/Diheteroaryl Alkynes/Ethyl-3-phenyl Propiolates

A one-pot transformation has been developed for the synthesis of unprotected and highly substituted indoles by an in situ installed carbamide-directed Ru(II)-catalyzed intermolecular oxidative annulation of phenyl isocyanates with diaryl/diheteroaryl alkynes/ethyl phenyl propiolates in the presence of Cu(OAc)2·H2O as an oxidant and AgSbF6 as an additive at 120 °C within 3 h.

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)

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.

Transition-metal-free, visible-light induced cyclization of arylsulfonyl chlorides with o-azidoarylalkynes: a regiospecific route to unsymmetrical 2,3-disubstituted indoles

A visible-light-catalyzed synthesis of unsymmetrical 2,3-diaryl-substituted indoles from arylsulfonyl chlorides and o-azidoarylalkynes at room temperature has been discovered. This transformation exhibits excellent substrate scope and functional group tolerance. The use of inexpensive eosin Y as the catalyst with easy operation makes this protocol very practical.

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.

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)

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.

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.