62789-51-9

Upstream product

• 95-82-9 2,5 dichloroaniline 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1236044-92-0 N-(5-chloro-2-(phenylethynyl)phenyl)-4-methylbenzenesulfonamide 
• 1374753-84-0 6-chloro-2-phenyl-1-(p-toluenesulfonyl)indole 
• 1599442-33-7 6-chloro-2-decyl-1-tosyl-1H-indole 
• 62748-03-2 toluene-4-sulfonic acid-(2,5-dichloro-4-nitro-anilide) 

Relevant academic research and scientific papers

One-Pot Synthesis of Substituted Benzo[b]furans and Indoles from Dichlorophenols/Dichloroanilines Using a Palladium-Dihydroxyterphenylphosphine Catalyst

Disubstituted benzo[b]furans were synthesized by ortho-selective Sonogashira coupling of dichlorophenols and terminal alkynes, followed by cyclization and Suzuki-Miyaura coupling in one pot, using a palladium-dihydroxyterphenylphosphine (Cy-DHTP) catalyst. The use of substoichiometric amounts of tetrabutylammonium chloride was effective in accelerating the Suzuki-Miyaura coupling. This protocol was also successfully applied to the one-pot synthesis of disubstituted indoles from dichloroaniline derivatives.

One-pot synthesis of 2,4-disubstituted indoles from N-tosyl-2,3- dichloroaniline using palladium-dihydroxyterphenylphosphine catalyst

4-Chloroindoles were synthesized from readily available 2,3-dichloroaniline derivatives and terminal alkynes. The catalyst composed of palladium and dicyclohexyl(dihydroxyterphenyl)phosphine (Cy-DHTP) enabled ortho-selective Sonogashira coupling, and subsequent cyclization afforded 4-chloroindoles in high yields. This transformation was successfully applied to the one-pot synthesis of 2,4-disubstituted indoles via Suzuki-Miyaura coupling after indole formation.