82414-33-3Relevant articles and documents
Enantioselective C2-Alkylation of Indoles through a Redox-Relay Heck Reaction of 2-Indole Triflates
Race, Nicholas J.,Yuan, Qianjia,Sigman, Matthew S.
supporting information, p. 512 - 515 (2019/01/04)
A palladium-catalyzed enantioselective redox-relay Heck reaction of 2-indole triflates and disubstituted alkenes is reported. This process combines readily available indole triflates with a variety of alkenes to afford a range of indole derivatives bearing a stereocenter adjacent to C2. Enantioselectivity is achieved through use of a simple pyridine-oxazoline ligand. Tuning the electronics of the indole, through judicious choice of N-protecting group, is required to ensure selective β-hydride elimination away from the indole core. Utility of this method is highlighted in a modular formal synthesis of an S1P1 agonist precursor developed by Merck.
2-Trifluoromethanesulfonyloxyindole-1-carboxylic acid ethyl ester: A practical intermediate for the synthesis of 2-carbosubstituted indoles
Rossi, Elisabetta,Abbiati, Giorgio,Canevari, Valentina,Celentano, Giuseppe,Magri, Elsa
, p. 299 - 304 (2007/10/03)
Ready accessible 2-trifluoromethanesulfonyloxyindole-1-carboxylic acid ethyl ester undergoes palladium-catalyzed coupling reactions with different partners giving rise to 2-aryl, heteroaryl, vinyl, allyl, and alkynyl indoles in good to excellent yields. G
Synthesis of 1,3-di[alkoxy(aryloxy)carbonyl]-2-oxo-2,3-dihydroindoles
Porcs-Makkay, Márta,Argay, Gyula,Kálmán, Alajos,Simig, Gyula
, p. 5893 - 5903 (2007/10/03)
Two protocols have been developed for the synthesis of 1,3-di[alkoxy(aryloxy)carbonyl]-2-oxo-2,3-dihydroindoles starting from the corresponding N,O-diacyl derivatives obtained by treatment of 2-oxindoles with chloroformic acid esters and triethylamine. Th