683799-97-5

Basic information

• Product Name: 1H-Indole, 2-(4-pentenyl)-1-(phenylmethyl)-
• CAS NO: 683799-97-5
• Molecular Formula: C20H21N
• Molecular Weight: 275.393
• Mol File: 683799-97-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 2-(4-pentenyl)-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 2-(4-pentenyl)-1-(phenylmethyl)-(683799-97-5)
• EPA Substance Registry System: 1H-Indole, 2-(4-pentenyl)-1-(phenylmethyl)-(683799-97-5)

Safety Data

• Hazardous Substances Data: 683799-97-5(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 683800-26-2 2-(pent-4-en-1-yl)-1H-indole 
• 82185-43-1 N-(trimethylsilyl)-o-toluidine 
• 2396-80-7 methyl 5-hexenoate 

Downstream Products

• 17017-64-0 9-benzyl-4-methyl-2,3,4,9-tetrahydro-1H-carbazole 

Relevant articles and documents

Platinum-Catalyzed Intramolecular Alkylation of Indoles with Unactivated Olefins

Reaction of 1-methy-2-(4-pentenyl)indole (1) with a catalytic amount of PtCl2 (2 mol %) in dioxane that contained a trace of HCl (5 mol %) at 60 °C for 24 h led to the isolation of 4,9-dimethyl-2,3,4,9-tetrahydro-1H-carbazole (2) in 92% yield. Platinum-catalyzed cyclization of 2-(4-pentenyl)indoles tolerated substitution at each position of the 4-pentenyl chain. Furthermore, the protocol was applicable to the synthesis of tetrahydro-β-carbolinones and was effective for cyclization of unprotected indoles. 2-(3-Butenyl)indoles underwent platinum-catalyzed cyclization with exclusive 6-endo-trig regioselectivity. Mechanistic studies established a mechanism for the platinum-catalyzed cyclization of 2-alkenyl indoles involving nucleophilic attack of the indole on a platinum-complexed olefin. Copyright