1192740-22-9

Upstream product

• 120-72-9 indole 
• 615-42-9 1,2-Diiodobenzene 
• 615-43-0 2-iodophenylamine 
• 473918-48-8 N-(2-aminophenyl)indole 

Downstream Products

• 1254221-30-1 1-(2-((trimethylsilyl)ethynyl)phenyl)-1H-indole 
• 1254221-40-3 1-(2-ethynylphenyl)-1H-indole 
• 1404452-44-3 5-(2-(1H-indol-1-yl)phenyl)pent-4-yn-1-ol 
• 1404452-04-5 1-(2-(5-bromopent-1-ynyl)phenyl)-1H-indole 
• 1311312-65-8 1-(2-((4-methoxyphenyl)ethynyl)phenyl)-1H-indole 
• 1311312-66-9 4-((2-(1H-indol-1-yl)phenyl)ethynyl)-N,N-dimethylaniline 
• 1319735-20-0 1-(2-pent-1-ynylphenyl)-1H-indole 

Relevant academic research and scientific papers

Synthesis of indolizine derivatives containing eight-membered rings: Via a gold-catalyzed two-fold hydroarylation of diynes

A gold-catalyzed method for the construction of indolizines with eight-membered rings has been developed. The reaction proceeded through a two-fold hydroarylation with indole or pyrrole derivatives containing a 1,6-diyne using a tri(1-adamantyl)phosphine

Scalable electrochemical synthesis of diaryliodonium salts

Cyclic and acyclic diaryliodonium are synthesised by anodic oxidation of iodobiaryls and iodoarene/arene mixtures, respectively, in a simple undivided electrolysis cell in MeCN-HFIP-TfOH without any added electrolyte salts. This atom efficient process does not require chemical oxidants and generates no chemical waste. More than 30 cyclic and acyclic diaryliodonium salts with different substitution patterns were prepared in very good to excellent yields. The reaction was scaled-up to 10 mmol scale giving more than four grams of dibenzo[b,d]iodol-5-ium trifluoromethanesulfonate (>95%) in less than three hours. The solvent mixture of the large-scale experiment was recovered (>97%) and recycled several times without significant reduction in yield.

α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes

Herein α-bromoacrylic acids have been employed as C1 insertion units to achieve the palladium-catalyzed [4 + 1] annulation of 2-iodobiphenyls, which provides an efficient platform for the construction of diverse dibenzofulvenes. This protocol enables the formation of double C(aryl)-C(vinyl) bonds via a C(vinyl)-Br bond cleavage and decarboxylation. It is particularly noteworthy that the method features a broad substrate scope, and various interesting frameworks, such as bridged ring, fused (hetero)aromatic ring, and divinylbenzene, can be successfully incorporated into the products.

Synthesis of indolo[1,2-a]indole derivatives by cationic au(i)-catalyzed exo-selective cycloisomerization and their photophysical properties

Cationic Au(I)-catalyzed intramolecular cycloisomerization of N-(2-alkynylphenyl)indoles proceeded efficiently in exo-selective manner, and (Z)-10-(arylidene)indolo[1,2-a]indole derivatives were obtained in moderate to high yields. Their photophysical properties were also measured.

Palladium-Catalyzed Synthesis of Tetrasubstituted Olefins by Triple Domino Process

An efficient, highly regio- and stereoselective protocol for the synthesis of tetrasubstituted olefins was developed to take place by a palladium(0)-catalyzed triple domino process. It involves the formation of three new C?C bonds through double carbopalladation and C?H activation across 2-bromoaryl alkynyl biaryls/heteroaryls with norbornene. This method is practically simple with broad substrate scope and tolerates a wide range of substituents. The products bearing 9H-pyrrolo[1,2-a]indole motifs reveal intriguing solid state fluorescence properties and thus form a new class of aggregation induced emission (AIE) fluorophores. (Figure presented.).

One-Pot Synthesis of Pyrrolo[1,2- a ]quinoxaline Derivatives via a Copper-Catalyzed Aerobic Oxidative Domino Reaction

A copper-catalyzed process for the synthesis of pyrrolo[1,2-a]quinoxalines from readily available α-amino acids and 1-(2-halophenyl)-1H-pyrroles is described. Different functional groups were well tolerated to give the corresponding products.

Expeditious synthesis of tetrasubstituted helical alkenes by a cascade of palladium-catalyzed C-H activations

Twisted molecules: A modular approach for the synthesis of tetrasubstituted helical alkenes by a palladium-catalyzed norbornene-mediated domino reaction is presented. This intermolecular domino process allows the formation of three C-C bonds in one operation through a C-H activation/carbopalladation/C-H activation sequence. Copyright

Benzotriazole: an efficient ligand for the copper-catalyzed N-arylation of indoles

A general, efficient, and inexpensive method for the N-arylation of indoles using a catalytic system derived from CuI and benzotriazole is reported. Selective mono N-arylation of indoles with ortho-dihaloarenes has also been successfully achieved in good yields using this protocol.