201813-69-6

Basic information

• Product Name: 2,2,2-Trifluoro-N-[(E)-3-(4-methoxy-phenyl)-allyl]-N-(2-phenylethynyl-phenyl)-acetamide
• Synonyms: 2,2,2-Trifluoro-N-[(E)-3-(4-methoxy-phenyl)-allyl]-N-(2-phenylethynyl-phenyl)-acetamide
• CAS NO: 201813-69-6
• Molecular Weight: 435.446
• Mol File: 201813-69-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2,2-Trifluoro-N-[(E)-3-(4-methoxy-phenyl)-allyl]-N-(2-phenylethynyl-phenyl)-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-Trifluoro-N-[(E)-3-(4-methoxy-phenyl)-allyl]-N-(2-phenylethynyl-phenyl)-acetamide(201813-69-6)
• EPA Substance Registry System: 2,2,2-Trifluoro-N-[(E)-3-(4-methoxy-phenyl)-allyl]-N-(2-phenylethynyl-phenyl)-acetamide(201813-69-6)

Safety Data

• Hazardous Substances Data: 201813-69-6(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 143360-89-8 o-(phenylethynyl)trifluoroacetanilide 
• 13141-38-3 2-phenylethynylaniline 
• 615-43-0 2-iodophenylamine 
• 696-62-8 para-iodoanisole 
• 201813-54-9 N-Allyl-2,2,2-trifluoro-N-(2-phenylethynyl-phenyl)-acetamide 

Relevant articles and documents

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.