90901-80-7

Basic information

• Product Name: 1H-Indole, 2-phenyl-3-(2-propenyl)-
• CAS NO: 90901-80-7
• Molecular Formula: C17H15N
• Molecular Weight: 233.313
• Mol File: 90901-80-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 2-phenyl-3-(2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 2-phenyl-3-(2-propenyl)-(90901-80-7)
• EPA Substance Registry System: 1H-Indole, 2-phenyl-3-(2-propenyl)-(90901-80-7)

Safety Data

• Hazardous Substances Data: 90901-80-7(Hazardous Substances Data)

Upstream product

• 591-80-0 pent-4-enoic acid 
• 59-88-1 phenylhydrazine hydrochloride 
• 591-51-5 phenyllithium 
• 591-50-4 iodobenzene 
• 1006727-95-2 allyl(2-ethynylphenyl)amine 
• 948-65-2 2-phenyl-indole 
• 107-18-6 allyl alcohol 
• 69622-49-7 2-(2-isocyanophenyl)-1-phenylethanone 
• 536-74-3 phenylacetylene 
• 143360-89-8 o-(phenylethynyl)trifluoroacetanilide 
• 13141-38-3 2-phenylethynylaniline 
• 615-43-0 2-iodophenylamine 
• 201813-54-9 N-Allyl-2,2,2-trifluoro-N-(2-phenylethynyl-phenyl)-acetamide 
• 90901-75-0 o-(1-benzoyl-3-butenyl)phenyl isocyanide 

Relevant articles and documents

Sequential Sonogashira/intramolecular aminopalladation/cross-coupling ofortho-ethynyl-anilines catalyzed by a single palladium source: rapid access to 2,3-diarylindoles

We have developed a practical and efficient one-pot protocol for the synthesis of 2,3-diarylindolesviaPd-catalyzed bis-arylative cyclization of variouso-ethynylanilines with aryl iodides. Mechanism studies showed that a Pd-catalyzed Sonogashira reaction took place firstly, giving an internal alkyne intermediate, which subsequently underwent intramolecular aminopalladation/cross-coupling to give access to 2,3-diarylindoles. The present methodology exhibits a broad substrate scope, producing various 2,3-diaryl indoles bearing two different aryl groups.

Fast, efficient Ru(IV)-catalysed regioselective allylation of indoles using allyl alcohol (without additives) under mild conditions

The new Ru(iv) salt, [Ru(η3-C3H 5)(Cp*)(CH3CN)2](PF6) 2, is an excellent catalyst for the regioselective allylation of a variety of indole compounds using allyl alcohol as substrate; there are no co-catalysts required in this chemistry and the yields and reaction conditions are very favorable. The Royal Society of Chemistry.

Palladium-Catalyzed Cyclization of o-Alkynyltrifluoroacetanilides with Allyl Esters. A Regioselective Synthesis of 3-Allylindoles

The reaction of readily available o-alkynyltrifluoroacetanilides 1 with allyl esters provides a valuable new route to 3-allylindoles 3. Three basic procedures have been developed: a stepwise method based on the isolation of the N-allyl derivative 4 and its subsequent cyclization to 3 (procedure a), a one-pot reaction omitting the isolation of 4 (procedure b), and a procedure which most probably leads to the formation of 3 through a mechanism not involving the intermediacy of 4 (procedure c). In the presence of the electron-rich sterically encumbered ligand tris(2,4,6-trimethoxyphenyl)-phosphine (ttmpp) the reaction exhibits remarkable regioselectivity and almost exclusive formation of 3-allylindoles with the indolyl moiety bound to the less substituted allyl terminus is usually observed. However, some loss of olefin geometry is observed.