36797-43-0

Basic information

• Product Name: 3-methyl-1-p-toluenesulfonyl-1H-indole
• Synonyms: 3-methyl-1-p-toluenesulfonyl-1H-indole
• CAS NO: 36797-43-0
• Molecular Formula: C₁₆H₁₅NO₂S
• Molecular Weight: 285
• Mol File: 36797-43-0.mol
• Article Data: 31

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-methyl-1-p-toluenesulfonyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-1-p-toluenesulfonyl-1H-indole(36797-43-0)
• EPA Substance Registry System: 3-methyl-1-p-toluenesulfonyl-1H-indole(36797-43-0)

Safety Data

• Hazardous Substances Data: 36797-43-0(Hazardous Substances Data)

Upstream product

• 52562-19-3 2-isopropenylaniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 106745-67-9 N-(2-(1-methylethenyl)phenyl)-4-methylbenzenesulfonamide 
• 1073354-51-4 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-p-toluenesulfonyl-1H-indole 
• 74-88-4 methyl iodide 
• 5664-20-0 vinylidenecyclohexane 
• 1024-38-0 N-(2-bromophenyl)-4-methylbenzenesulfonamide 
• 615-36-1 2-bromoaniline 
• 140666-28-0 N-(2-iodophenyl)4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide 
• 61613-20-5 N-tosyl-2-iodoaniline 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 
• 615-43-0 2-iodophenylamine 

Downstream Products

• 875-30-9 1,3-dimethylindole 

Relevant articles and documents

Synthesis of a Novel Type of 2,3′-BIMs via Platinum-Catalysed Reaction of Indolylallenes with Indoles

Optimisation, scope and mechanism of the platinum-catalysed addition of indoles to indolylallenes is reported here to give 2,3′-BIMs with a novel core structure very relevant for pharmaceutical industry. The reaction is modulated by the electronic properties of the substituents on both indoles, with the 2,3′-BIMs favoured when electron donating groups are present. Although simple at first, a complex mechanism has been uncovered that explains the different behaviour of these systems with platinum when compared with other metals (e.g. gold). Detailed labelling studies have shown Pt-catalysed 6-endo-trig cyclisation of the indollylallene as the first step of the reaction and the involvement of two cyclic vinyl-platinum intermediates in equilibrium through a platinum carbene, as the key intermediates of the catalytic cycle towards the second nucleophilic attack and formation of the BIMs.

Electrocatalytic Dehydrogenative Cyclization of 2-Vinylanilides for the Synthesis of Indoles

Indole is prevalent in bioactive compounds and natural products. The development of efficient and sustainable methods to access this privileged structural scaffold has been a long-standing interest of synthetic chemists. Herein, we report an electrocataly

Reductive aromatization of oxindoles to 3-substituted indoles

A practical and scalable approach for the synthesis of 3-substituted indoles is delineated via hydride nucleophilic addition to 3-substituted-2-oxindoles. The reaction proceeds through reductive aromatization involving indolinium ion intermediate. A wide range of 3-functionalized indoles have been synthesized. The method is employed for the synthesis of 3,3?-bis-indoles and a dimeric 3-indole derivative. Moreover, this protocol is used to obtain naturally occuring amino acid tryptamine.