87639-40-5Relevant articles and documents
Regioselective Formation of Substituted Indoles: Formal Synthesis of Lysergic Acid
Beaudry, Christopher M.,Points, Gary L.,Stout, Kenneth T.
supporting information, p. 16655 - 16658 (2020/12/01)
A Diels–Alder reaction-based strategy for the synthesis of indoles and related heterocycles is reported. An intramolecular cycloaddition of alkyne-tethered 3-aminopyrones gives 4-substituted indolines in good yield and with complete regioselectivity. Additional substitution is readily tolerated in the transformation, allowing synthesis of complex and non-canonical substitution patterns. Oxidative conditions give the corresponding indoles. The strategy also allows the synthesis of carbazoles. The method was showcased in a formal synthesis of lysergic acid.
Copper-Catalyzed Si-B Bond Activation in the Nucleophilic Substitution of Primary Aliphatic Triflates
Scharfbier, Jonas,Oestreich, Martin
supporting information, p. 1274 - 1276 (2016/05/10)
A method for the nucleophilic displacement of the triflate leaving group attached to terminally functionalized alkyl groups with nucleophilic silicon is reported. Copper catalysis is used to release the silicon nucleophile from Suginome's Si-B reagent. Th
The combination of relay and cooperative catalysis with a gold/palladium/brnsted acid ternary system for the cascade hydroamination/ allylic alkylation reaction
Wu, Hua,He, Yu-Ping,Gong, Liu-Zhu
supporting information; experimental part, p. 975 - 980 (2012/05/20)
The combination of relay and cooperative catalysis with a gold/palladium/Brnsted acid ternary system renders a cascade hydroamination/allylic alkylation reaction to provide an unprecedented entry to pyrrolidine derivatives in high yields. Copyright
Nitrogen heteroaromatic cations by [2+2+2] cycloaddition
Cikova, Martina,Kolivoska, Viliam,Cisarova, Ivana,Saman, David,Pospisil, Lubomir,Teply, Filip
supporting information; experimental part, p. 450 - 462 (2011/02/28)
A modular approach to the construction of monocationic quaternary N-heteroaromatic frameworks was developed capitalizing on a direct pyridine-type nitrogen quaternization followed by metal-catalyzed [2+2+2] cycloaddition with gaseous acetylene. The flexib
Highly modular assembly of cationic helical scaffolds: rapid synthesis of diverse helquats via differential quaternization
Severa, Luká?,Adriaenssens, Louis,Vávra, Jan,?aman, David,Císa?ová, Ivana,Fiedler, Pavel,Teply, Filip
experimental part, p. 3537 - 3552 (2010/06/17)
A protocol for rapid and highly modular assembly of a diverse set of helquats is described. From a common bis-isoquinoline precursor, two successive distinct pyridine-type nitrogen quaternizations followed by rhodium-catalyzed [2+2+2] cycloaddition afford non-symmetric [7]helquats. This route allows for straightforward molecular editing of cationic helical skeletons as exemplified by the synthesis of 15 different [5]-, [6]-, and [7]helquats.
Enyne ring-closing metathesis on heteroaromatic cations
Nunez, Ana,Cuadro, Ana M.,Alvarez-Builla, Julio,Vaquero, Juan J.
, p. 2690 - 2692 (2008/09/21)
Cationic heteroaromatic enynes have been employed as substrates in enyne ring-closing metathesis, under an atmosphere of ethylene and using the Hoveyda-Grubbs catalyst, for the first time; the reaction affords new 1-vinyl- and 2-vinyl-substituted 3,4-dihy