863870-44-4

Upstream product

• 558-13-4 carbon tetrabromide 
• 153813-69-5 methyl 4-formyl-3-nitrobenzoate 

Downstream Products

• 774213-82-0 2-phenyl-1H-indole-6-carboxylic acid methyl ester 
• 913260-95-4 3-benzylamino-4-(2,2-dibromovinyl)-benzoic acid methyl ester 
• 1067249-42-6 methyl 4-(2,2-dibromovinyl)-3-[(3-thienylmethyl)amino]benzoate 
• 1259577-39-3 C₁₁H₁₁Br₂NO₄S 
• 1240045-34-4 methyl 2-bromo-1H-indole-6-carboxylate 
• 881040-29-5 dimethyl 1H-indole-2,6-dicarboxylate 
• 913261-23-1 3-(5-tert-butoxycarbonyl-pent-4-enylamino)-4-(2,2-dibromovinyl)benzoic acid methyl ester 

Relevant academic research and scientific papers

Palladium-Catalyzed Domino Cyclization/Phosphorylation of gem-Dibromoolefins with P(O)H Compounds: Synthesis of Phosphorylated Heteroaromatics

We presented a palladium-catalyzed domino cyclization/phosphorylation of gem-dibromoolefins, which utilize H-phosphinates and secondary phosphine oxides as the phosphine sources, respectively. A variety of phosphorylated heteroaromatics were obtained in m

Pd-Catalyzed Tandem Coupling Reaction of 2-gem-Dibromovinylanilines and N-Tosylhydrazones to Construct 2-(1-phenylvinyl)-indoles

A novel palladium(0)-catalyzed intermolecular coupling reaction of 2-gem-dibromovinylanilines and N-tosylhydrazones was reported to construct 2-(1-phenylvinyl)-indoles efficiently. The indole bearing 1, 1-disubstituted alkenes were obtained in one step wi

Rapid, robust, clean, catalyst-free synthesis of 2-halo-3-carboxyindoles

A novel synthesis of 2-halo-3-carboxyindoles from 2-(2,2-dihalovinyl) anilines was discovered. Reaction conditions and substrate applicability were studied. Optimally, the reaction takes only minutes when these substrates are heated in DMSO at 120 °C in t

Facile synthesis of 2-bromoindoles by ligand-free CuI-catalyzed intramolecular cross-coupling of gem-dibromoolefins

A mild and efficient synthesis of 2-bromoindoles by ligand-free CuI-catalyzed intramolecular cross-coupling of gem-dibromoolefins was developed. Reactions were carried out in toluene at room temperature and the corresponding 2-bromoindoles were obtained in excellent yields.

A highly selective tandem cross-coupling of gem-dihaloolefins for a modular, efficient synthesis of highly functionalized indoles

(Chemical Equation Presented) A highly efficient method of indole synthesis using gem-dihalovinylaniline substrates and an organoboron reagent was developed via a Pd-catalyzed tandem intramolecular amination and an intermolecular Suzuki coupling. Aryl, alkenyl, and alkyl boron reagents are all successfully employed, making for a versatile modular approach. The reaction tolerates a variety of substitution patterns on the aniline leading to indoles with group at C2-C7. The orthogonal approach of the sequential copper- and palladium-mediated synthesis of 1,2-diarylindoles exploited the wide availability of diverse organoboron reagents.

Tandem palladium-catalyzed N,C-coupling/carbonylation sequence for the synthesis of 2-carboxyindoles

(Chemical Equation Presented) Tandem palladium-catalyzed N,C-coupling/carbonylation, under 10 aim of carbon monoxide and at 110 °C, is a novel and efficient method for the preparation of 2-carboxyindoles. The catalyst system tolerates a variety of functional groups, and the noted indoles were obtained in good isolated yields.

Pd-catalyzed tandem C-N/C-C coupling of gem-dihalovinyl systems: A modular synthesis of 2-substituted indoles

(Chemical Equation Presented) 2-Substituted indoles were synthesized via a Pd-catalyzed tandem C-N/Suzuki-Miyaura coupling from readily prepared ortho-gem-dihalovinylanilines. Optimal conditions used a Pd(OAc) 2/S-Phos catalyst in the presence of K3PO 4·H2O and an organoboron reagent, which included boronic acids, esters, alkyl 9-BBN derivatives, and trialkylboranes. Yields of the desired indoles were good to excellent using low catalyst loadings (typically 1 mol %).