62641-44-5

Upstream product

• 36268-59-4 N-(2-(cyanomethyl)phenyl)acetamide 
• 98-80-6 phenylboronic acid 
• 615-43-0 2-iodophenylamine 
• 93-91-4 1-phenylbutan-1,3-dione 

Downstream Products

• 78388-91-7 1-(2-phenylindol-1-yl)ethanone 
• 948-65-2 2-phenyl-indole 
• 106345-32-8 2‐phenyl‐3‐(phenylthio)‐1H‐indole 
• 1022-45-3 2-phenyl-4(3H)-quinazolinone 
• 1022-46-4 2-phenyl-4H-3,1-benzoxazin-4-one 

Relevant academic research and scientific papers

The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons

A palladium-catalyzed tandem addition/cyclization of 2-(2-aminoaryl)acetonitriles with arylboronic acids has been developed for the first time, achieving a new strategy for direct construction of indole skeletons. This system shows good functional group tolerance and remarkable chemoselectivity. In particular, the halogen (e.g., bromo and iodo) substituents are amenable to further synthetic elaborations thereby broadening the diversity of the products. Preliminary mechanistic experiments indicate that this transformation involves sequential nucleophilic addition followed by an intramolecular cyclization.

Intramolecular cooperative C-C bond cleavage reaction of 1,3-dicarbonyl compounds with 2-iodoanilines to give o-(N-Acylamino)aryl ketones and multisubstituted indoles

A copper-catalyzed C-C bond cleavage reaction of 1,3-dicarbonyl compounds with 2-iodoanilines was developed. In this process, the ortho effect played an important role in the reactivity and a new reaction pathway that involved a (2-aminophenyl)-bis-(1,3-dicarbonyl) copper species was clearly observed by a time-course HRMS analysis of the reaction mixture. Unlike the previous reports, both the nucleophilic and electrophilic parts of the 1,3-dicarbonyl compound were coupled with 2-iodoaniline by C-C bond cleavage to form o-(N-acylamino)aryl ketones, which could be efficiently converted into multisubstituted indoles.