1599442-41-7

Upstream product

• 768-60-5 4-methoxyphenylacetylen 
• 5720-07-0 4-methoxyphenylboronic acid 
• 608-27-5 2,3-dichloroaniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 69951-04-8 N-(2,3-dichlorophenyl)-4-methylbenzenesulfonamide 

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.