19283-51-3Relevant articles and documents
Unambiguous characterisation of dienylimines as intermediates in Fischer indolisation of o-substituted N-trifluoroacetyl enehydrazines
Miyata, Okiko,Kimura, Yasuo,Naito, Takeaki
, p. 2429 - 2430 (1999)
Thermal cyclisation of o-substituted N-trifluoroacetyl enehydrazines was systematically investigated and found to proceed via dienylimine intermediates, which were unambiguously characterised by X-ray and spectral analysis.
An Electrophilic Bromine Redox Catalysis for the Synthesis of Indole Alkaloid Building Blocks by Selective Aliphatic C?H Amination
Bergès, Julien,García, Belén,Mu?iz, Kilian
supporting information, p. 15891 - 15895 (2018/11/23)
A new homogeneous bromine(?I/I) redox catalysis is described, which is based on monomeric bromine(I) compounds containing transferable phthalimidato groups. These catalysts enable intermolecular C?H amination reactions at previously unaccessible aliphatic positions and thus enlarge the synthetic potential of direct C?N bond formation, including its application in the synthesis of alkaloid building blocks. This aspect is demonstrated by a new synthetic approach to aspidospermidine. In addition to the development of the catalyst system, the structures of the involved bromine(I) key catalysts were fully elucidated, including by X-ray analyses.
Highly enantioselective hydrogenation of N-unprotected indoles using (S)-C10-BridgePHOS as the chiral ligand
Li, Chao,Chen, Jianzhong,Fu, Guanghong,Liu, Delong,Liu, Yangang,Zhang, Wanbin
supporting information, p. 6839 - 6844 (2013/07/26)
(S)-C10-BridgePHOS was successfully applied to a highly efficient Pd-catalyzed enantioselective hydrogenation of substituted indoles. The methodology was suitable for the hydrogenation of indoles substituted at the 2-, 3- and 2,3-positions. Products were obtained in quantitative conversion and up to 98% ee. The role the 2-position substituent plays in the hydrogenation process has been proposed. The methodology could be used as an alternative method to synthesize extremely important chiral indolines from N-unprotected indoles.
