104683-04-7Relevant 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.
Multicatalytic one-pot reaction of 1-(2-alkynylphenyl)ketoximes for generation of indole derivatives
Qiu, Guanyinsheng,Ding, Qiuping,Ren, Hui,Peng, Yiyuan,Wu, Jie
supporting information; experimental part, p. 3975 - 3977 (2010/11/04)
Multicatalytic one-pot Beckmann rearrangement/intramolecular cyclization/halogenation reaction of 1-(2-alkynylphenyl)ketoxime is reported, leading to the expected indole derivatives in good yield.
Oxidant-controlled regioselectivity in the oxidative arylation of N-acetylindoles
Potavathri, Shathaverdhan,Dumas, Ashley S.,Dwight, Timothy A.,Naumiec, Gregory R.,Hammann, Jeffrey M.,DeBoef, Brenton
, p. 4050 - 4053 (2008/09/20)
N-Acetylindoles can be oxidatively coupled with arenes such as benzene or pentafluorobenzene in dioxane. The use of Cu(OAc)2 as the stoichiometric oxidant produces selective arylation at the 3-position of indole while AgOAc produces selective a
Synthesis of Indoles via Amidoselenation
Izumi, Taeko,Sugano, Miwa,Konno, Touru
, p. 899 - 904 (2007/10/02)
The reaction of 2-styrylacetanilides (2) with N-phenylselenosuccinimide affords 1-N-acetyl-2-phenyl-3-phenylselenoindoles (3) and 1-N-acetyl-2-phenylindoles (4).The reaction of 2-vinylacetanilides (5) with phenylselenenyl bromide proceeds to form indoles via an intramolecular amidoselenation.
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.
