1004558-41-1Relevant articles and documents
Stereoselective palladium-catalyzed carboaminoxylations of indoles with arylboronic acids and TEMPO
Kirchberg, Sylvia,Froehlich, Roland,Studer, Armido
, p. 4235 - 4238 (2009)
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Palladium catalyzed tandem alkenyl- and aryl-C-N bond formation: A cascade N-annulation route to 4-, 5-, 6- and 7-chloroindoles
Henderson, Luke C.,Lindon, Matthew J.,Willis, Michael C.
experimental part, p. 6632 - 6638 (2010/10/03)
A series of trihalogenated alkenylbenzenes undergo consecutive palladium catalyzed inter- and intramolecular amination reactions to deliver a series of 1-functionalized mono-chloroindoles. 4-, 5-, 6- and 7-Chloroindoles can all be prepared; carbamates, anilines and amines can be employed as the N-nucleophile.
Asymmetric Deprotonations: Lithiation of N-(tert-Butoxycarbonyl)indoline with sec-Butyllithium/ (-)-Sparteine
Bertini Gross, Kathleen M.,Jun, Young M.,Beak, Peter
, p. 7679 - 7689 (2007/10/03)
The asymmetric lithiation of N-Boc indoline (1) with s-BuLi/(-)-sparteine and subsequent substitution provides the 2-substituted N-Boc indolines 3 and 5-11 with excellent enantiomeric ratios and in variable yields. The asymmetric lithiation-substitution sequence with N-Boc-7-chloroindoline (12) provides products 13-19 with good enantiomeric ratios. Mechanistic investigation establishes that the enantioselectivities arise from an initial asymmetric deprotonation to provide the enantioenriched and configurationally stable organolithium intermediates (S)-28 and (S)-29, which react stereoselectively with electrophiles.