760968-02-3

Upstream product

• 108-98-5 thiophenol 
• 5059-30-3 2-chloroindole-3-carboxaldehyde 
• 1379407-67-6 C₁₀H₈N₂O 
• 882-33-7 diphenyldisulfane 
• 10113-38-9 N-(2-bromophenyl)formamide 
• 615-36-1 2-bromoaniline 

Downstream Products

• 863976-68-5 3-[(1S,2R)-1-Hydroxy-2-methoxycarbonyl-2-(4-nitro-benzenesulfonyloxy)-ethyl]-2-phenylsulfanyl-indole-1-carboxylic acid benzyl ester 
• 760968-06-7 C₂₃H₂₆N₄O₃SSi 
• 760968-21-6 3-[(1S,2S)-2-Azido-1-(tert-butyl-dimethyl-silanyloxy)-2-methoxycarbonyl-ethyl]-2-phenylsulfanyl-indole-1-carboxylic acid benzyl ester 
• 863976-70-9 3-((1S,2S)-2-Azido-1-hydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid benzyl ester 
• 760968-20-5 benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate 
• 760968-04-5 2-azido-3-(tert-butyldimethylsilanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)propionic acid 
• 863976-65-2 tert-butyl 2-tert-butoxycarbonylamino-3-(tert-butyldimethylsilanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)propionate 
• 886047-03-6 2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid 
• 863976-63-0 tert-butyl 2-azido-3-(tert-butyldimethylsilanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)propionate 
• 863976-64-1 tert-butyl 2-azido-3-(2-benzenesulfinyl-1H-indol-3-yl)-3-(tert-butyldimethylsilanyloxy)propionate 

Relevant academic research and scientific papers

Photoinduced intramolecular cyclization of o -ethenylaryl isocyanides with organic disulfides mediated by diphenyl ditelluride

Photoinduced reaction of o-ethenylaryl isocyanides with organic disulfides in the presence of diphenyl ditellurides affords the corresponding bisthiolated indole derivatives via a radical cyclization process. The cyclization can proceed at room temperature upon visible-light irradiation and exhibits good tolerance to functional groups. Several organic disulfides also can be employed for this cyclization, and the corresponding bisthiolated indole derivatives are obtained selectively. In addition, the photoinduced reaction of o-ethenylaryl isocyanides with bis(2-aminophenyl) disulfide affords tetracyclic compounds in one portion.

Extending Pummerer reaction chemistry. Development of a strategy for the regio- and stereoselective oxidative cyclization of 3-(ω-nucleophile)- tethered indoles

The brominative cyclization of diastereomeric β-silyloxy tryptophan derivatives proceeded with divergent regiochemistry (C(2) or C(3) addition), depending on the relative stereochemistry of the silyloxy substituent. This lack of C(2) vs C(3) regiochemical predictability led to the development of a new approach, which featured Pummerer-type chemistry on an indole C(2) sulfoxide or sulfide substrate, for steering nucleophilic addition to C(3) of the indole. Extension of this transformation from carboxylate nucleophiles to carbon analogues such as allylsilane, silyl enol ether, and silyl ketene iminal bearing substrates led to the formation of spirocyclic oxindole derivatives in good yields with complete regioselectivity for C(3) cyclization and with good diastereoselectivity where relevant.

Extending pummerer reaction chemistry. Application to the oxidative cyclization of tryptophan derivatives

(Equation Presented) The diastereoselective oxidative cyclization of a β-oxygenated tryptophan derivative is reported. This process, which utilizes a new variant of the Pummerer reaction, may have application in TMC-95A synthesis.