104683-06-9Relevant academic research and scientific papers
PtCl4-catalyzed cyclization of N-acetyl-2-alkynylanilines: A mild and efficient synthesis of N-acetyl-2-substituted indoles
Chaisan, Nattawadee,Kaewsri, Wilailak,Thongsornkleeb, Charnsak,Tummatorn, Jumreang,Ruchirawat, Somsak
supporting information, p. 675 - 680 (2018/01/18)
An efficient synthesis of N-acetyl-2-substituted indole derivatives via direct intramolecular hydroamination of N-acetyl-2-alkynylaniline derivatives was developed. The reaction could be applied to a wide range of substrates employing only 1–2 mol% of PtCl4 as the catalyst to furnish the desired indole products in moderate to excellent yields. The current protocol is efficient, reliable and scalable, and could serve as an important tool for convenient and rapid access to this important class of N-heterocyclic skeleton from readily available substrates.
THALLIUM IN ORGANIC SYNTHESIS. 68. A CONVENIENT SYNTHESIS OF 2-PHENYLINDOLES FROM ANILIDES
Taylor, Edward C.,Katz, Alan H.,Salgado-Zamora, Hector
, p. 5963 - 5966 (2007/10/02)
Thallation of anilides with TTFA in a mixture of TFA and ether gives ortho-thallated derivatives, which yield 2-acetamidotolanes upon reaction with copper (I) phenylacetylide in acetonitrile.Treatment of the latter compounds with palladium(II) chloride results in ring closure to give 1-acyl-2-phenylindoles, from which 2-phenylindoles are obtained by alkaline hidrolysis.
