930785-60-7Relevant academic research and scientific papers
Gold-catalyzed intramolecular reaction of indoles with alkynes: Facile formation of eight-membered rings and an unexpected allenylation
Ferrer, Catalina,Echavarren, Antonio M.
, p. 1105 - 1109 (2006)
(Chemical Equation Presented) Going for gold: Cationic gold(I) complexes favor formation of six- and seven-membered rings by 6-endo-dig, 6-exo-dig, and 7-exo-dig cyclizations of alkynyl indoles, whereas indoloazocines are favored with AuCl3 as
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.
Amino acid and peptide synthesis and functionalization by the reaction of thioacids with 2,4-dinitrobenzenesulfonamides
Crich, David,Sana, Kasinath,Guo, Songpo
, p. 4423 - 4426 (2008/03/12)
(Formula Presented) Readily prepared amino thioacids react at room temperature in DMF in the presence of cesium carbonate with 2,4- dinitrobenzenesulfonamides to give amides. When the sulfonamide is derived from an amino acid the method results in peptide bond formation, whereas the use of carbohydrate derived sulfonamides gives neoglycoconjugates.
