406920-66-9Relevant academic research and scientific papers
Highly stereoselective imidazolethiones mediated Friedel-Crafts alkylation of indole derivatives
Liang, Xianrui,Li, Shuangmin,Su, Weike
, p. 289 - 291 (2012/01/31)
The asymmetric Friedel-Crafts alkylation of indoles with α,β-unsaturated aldehydes was promoted by the novel imidazolethiones to afford the corresponding adducts in moderate to excellent yields and high enantioselectivities under mild reaction conditions.
CaSH organocatalysis: Enantioselective Friedel-Crafts alkylation of indoles with α,β-unsaturated aldehydes
Tian, Tian,Pei, Bao-Jian,Li, Qing-Hua,He, Hao,Chen, Ling-Yan,Zhou, Xiang,Chan, Wing-Hong,Lee, Albert W. M.
experimental part, p. 2115 - 2118 (2011/03/22)
Enantioselective Friedel-Crafts alkylation of indole with α,β-unsaturated aldehyde was catalyzed by camphor sulfonyl hydrazine (CaSH) with good enantioselectivity (81-88%). Georg Thieme Verlag Stuttgart.
Intra- and intermolecular reactions of indoles with alkynes catalyzed by gold
Ferrer, Catalina,Amijs, Catelijne H. M.,Echavarren, Antonio M.
, p. 1358 - 1373 (2008/02/04)
Indoles react intramolecularly with alkynes in the presence of gold catalysts to give from six- to eight-membered-ring annulated compounds. The cationic AuI complex [Au(P{C6H4-(o-Ph))(tBu) 2)(NCMe)]SbF6 is the best catalyst for the formation of six- and seven-membered rings by 6-endo-dig, 6-exo-dig, and 7-exo-dig cyclizations. Indoloazocines are selectively obtained with AuCl3 as catalyst in a rare 8-endodig process. In this process alienes or tetracyclic annulated derivatives are also formed as a result of an initial fragmentation reaction. The intermolecular reaction of indoles with alkynes proceeds to form 3-alkenylated intermediates that react with a second equivalent of indole to give bisindolyl derivatives. Indoles that are substituted at the 3-position react intermolecularly with alkynes to give 2-alkenylated intermediates that can be trapped intramolecularly with the appropriate nucleophiles.
Aziridin-2-yl methanols as organocatalysts in Diels-Alder reactions and Friedel-Crafts alkylations of N-methyl-pyrrole and N-methyl-indole
Bonini, Bianca F.,Capito, Elena,Comes-Franchini, Mauro,Fochi, Mariafrancesca,Ricci, Alfredo,Zwanenburg, Binne
, p. 3135 - 3143 (2007/10/03)
A series of enantiomerically pure aziridin-2-yl methanols have been synthesized from aziridine-2-carboxylic esters and have been tested as organocatalysts in Diels-Alder reactions and Friedel-Crafts alkylations of N-methyl-pyrrole and N-methyl-indole usin
Enantioselective organocatalytic indole alkylations. Design of a new and highly effective chiral amine for iminium catalysis
Austin, Joel F.,MacMillan, David W. C.
, p. 1172 - 1173 (2007/10/03)
The indole framework has become widely identified as a "privileged" structure with representation in over 3000 natural isolates and 40 medicinal agents of diverse therapeutic action. A new strategy for asymmetric access to this important pharmacaphore has
