786647-50-5Relevant academic research and scientific papers
Cobalt-Catalyzed C?H Nitration of Indoles by Employing a Removable Directing Group
Saxena, Paridhi,Kapur, Manmohan
, p. 861 - 870 (2018)
A mild and efficient C(sp2)?H nitration of 3-substituted indoles, by using the economical and non-toxic cobalt nitrate hexahydrate [Co(NO3)2?6 H2O] as a catalyst and tert-butyl nitrite (TBN) as the nitro source, is reported. This approach provides a unique methodology involving a site-selective C?N bond formation for preparation of C-2 substituted nitro indoles. Utilization of the tBoc as the removable directing group enhances the synthetic utility of the method.
Enantioselective Desymmetrization of 2-Aryl-1,3-propanediols by Direct O-Alkylation with a Rationally Designed Chiral Hemiboronic Acid Catalyst That Mitigates Substrate Conformational Poisoning
Estrada, Carl D.,Ang, Hwee Ting,Vetter, Kim-Marie,Ponich, Ashley A.,Hall, Dennis G.
, (2021/04/07)
Enantioselective desymmetrization by direct monofunctionalization of prochiral diols is a powerful strategy to prepare valuable synthetic intermediates in high optical purity. Boron acids can activate diols toward nucleophilic additions; however, the design of stable chiral catalysts remains a challenge and highlights the need to identify new chemotypes for this purpose. Herein, the discovery and optimization of a bench-stable chiral 9-hydroxy-9,10-boroxarophenanthrene catalyst is described and applied in the highly enantioselective desymmetrization of 2-aryl-1,3-diols using benzylic electrophiles under operationally simple, ambient conditions. Nucleophilic activation and discrimination of the enantiotopic hydroxy groups on the diol substrate occurs via a defined chairlike six-membered anionic complex with the hemiboronic heterocycle. The optimal binaphthyl-based catalyst 1g features a large aryloxytrityl group to effectively shield one of the two prochiral hydroxy groups on the diol complex, whereas a strategically placed "methyl blocker"on the boroxarophenanthrene unit mitigates the deleterious effect of a competing conformation of the complexed diol that compromised the overall efficiency of the desymmetrization process. This methodology affords monoalkylated products in enantiomeric ratios equal or over 95:5 for a wide range of 1,3-propanediols with various 2-aryl/heteroaryl groups.
BENZYL-SUBSTITUTED TETRACYCLIC HETEROCYCLIC COMPOUNDS
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Page/Page column 51, (2011/02/24)
The present invention pertains to Benzyl-substituted tetracyclic heterocyclic compounds, as well as the resulting pharmaceutical compositions, and their use in the treatment or prophylaxis of diseases alleviated by inhibition of type 5 phosphodiesterases.
Highly enantioselective intramolecular aza-spiroannulation onto indoles using chiral rhodium catalysis: Asymmetric entry to the spiro-β-lactam core of chartellines
Sato, Shigeki,Shibuya, Masatoshi,Kanoh, Naoki,Iwabuchi, Yoshiharu
supporting information; experimental part, p. 6264 - 6266 (2010/02/16)
A versatile, highly enantiocontrolled entry to the spiro-β-lactam core of chartellines has been developed by expanding the scope of oxidative nitrogen atom transfer methodology based on chiral Rh-nitrenoid species.
HYDROXAMIC ACIDS USEFUL IN THE TREATMENT OF HYPER-PROLIFERATIVE DISORDERS
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Page 203-204, (2010/02/09)
This invention relates to a compound of Formula (I) and its use in treating hyper-proliferative disorders.
