62615-78-5Relevant articles and documents
Synthesis of 2-(1-phenylvinyl)benzofurans and 2-(1-phenylvinyl)indoles as antimitotic agents by a tandem palladium-assisted coupling-cyclization reaction between 1-phenylvinyl iodides and ortho-substituted arylalkynes
Treguier, Bret,Rasolofonjatovo, Evelia,Hamze, Abdallah,Provot, Olivier,Wdzieczak-Bakala, Joanna,Dubois, Joelle,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 4868 - 4876 (2011/10/09)
A series of functionalized 2-(1-phenylvinyl)benzofurans 2 and 2-(1-phenylvinyl)indoles 3 were prepared from 1-phenylvinyl iodides and silylated alkynes in a one-pot reaction. After a desilylation step, the Sonogashira coupling reaction between the resulti
SYNTHESIS OF INDOLES FROM N-(TRIFLUOROACETYL)-2-ANILINO ACETALS
Nordlander, J. Eric,Catalane, David B.,Kotian, Kirtivan D.,Stevens, Randall M.,Haky, Jerome E.
, p. 778 - 782 (2007/10/02)
N-(trifluoroacetyl)indoles (3) are produced in high yield from appropriately ring-substituted N-(trifluoroacetyl)-2-anilino acetals (2) in boiling trifluoroacetic acid containing excess trifluoroacetic anhydride.Mild saponification provides the free indoles nearly quantitatively.The scope of the reaction is discussed.The ring closure follows solvolytic substitution of a trifluoroacetoxy group for one of the ethoxy groups in 2.The method has been extended to cyclization of N-(trifluoroacetyl)-α-anilinoacetone in hot polyphosphoric acid followed by saponification to yield 3-methylindole.