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.
, 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.
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
, 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
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.