Practical Route to 2-Quinolinones via a Pd-Catalyzed C—H Bond Activation/C—C Bond Formation/Cyclization Cascade Reaction.
The method is applied to the preparation of compound (XIII), an intermediate in the synthesis of the drug tipifarnib (XIV) and it is shown that this intermediate is important for the development of new drugs.
Direct C-glycosylation of organotrifluoroborates with glycosyl fluorides and its application to the total synthesis of (+)-varitriol.
A mild, stereoselective, and quick approach to accessing alkynyl and alkenyl C-glycosides via BF(3)·Et(2)O promoted coupling of organotrifluoroborates and glycosyl fluorides is reported. The…
Practical route to 2-quinolinones via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade reaction.
- Junliang Wu, S. Xiang, Jing Zeng, M. Leow, Xue‐Wei Liu
- Chemistry, BiologyOrganic Letters
- 16 January 2015
Quinolinone derivatives were constructed via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade process with simple anilines as the substrates and the utility of this method was demonstrated by a formal synthesis of Tipifarnib.
Hydrogen-Bonding-Assisted Exogenous Nucleophilic Reagent Effect for β-Selective Glycosylation of Rare 3-Amino Sugars.
The robustness of the current strategy was further attested by the architectural modification of natural products and drugs containing 3,5- trans-3-ADSs, as well as the synthesis of a trisaccharide unit in avidinorubicin.
3-Aminodeoxypyranoses in Glycosylation: Diversity-Oriented Synthesis and Assembly in Oligosaccharides.
A concise, diversity-oriented approach for the synthesis of naturally occurring 3-amino- and 3-nitro-2,3,6-trideoxypyranose derivatives and analogues thereof from simple sugars has been developed and led to the successful synthesis of a tetrasaccharide containing four different 3-aminosugar components using ortho-alkynylbenzoate donors.
Access to quinolines through gold-catalyzed intermolecular cycloaddition of 2-aminoaryl carbonyls and internal alkynes.
- Shuting Cai, Jing Zeng, Yaguang Bai, Xue‐Wei Liu
- Chemistry, BiologyJournal of Organic Chemistry
- 6 January 2012
A facile and general method leading to polyfunctionalized quinolines was developed and the reactions between 2-aminocarbonyls and an array of internal alkynes proceeded smoothly to afford quinoline derivatives in good to excellent yields.
Sugar-based synthesis of Tamiflu and its inhibitory effects on cell secretion.
It was discovered that oseltamivir carboxylate significantly inhibits the vesicular exocytosis of PC12 cells, and a mechanism underlying the Tamiflu side-effects is suggested, in particular its possible adverse influences on neurotransmitter release in the central nervous system.
1,4-Dithiothreitol mediated cleavage of the acetal and ketal type of diol protecting groups
The use of 1,4-dithiothreitol (DTT) as an acetal or ketal exchange reagent and camphorsulfonic acid (CSA) as a catalyst permitted the efficient removal of benzylidene acetal and isopropylidene ketal…
Copper(II)/iron(III) co-catalyzed intermolecular diamination of alkynes: facile synthesis of imidazopyridines.
A facile synthesis of imidazo[1,2-α]pyridines has been achieved by copper(II) and iron(III) co-catalyzed C-N bond formation by an intermolecular oxidative diamination of alkynes with high chemoselectivity and regioselectivities.
Insights into the general and efficient cross McMurry reactions between ketones.
- Xin-Fang Duan, Jing Zeng, Jia-Wei Lü, Zhanbin Zhang
- ChemistryJournal of Organic Chemistry
- 23 November 2006
The selective cross McMurry couplings of diaryl or aryl ketones with various substituted ketones were achieved in 53-94% isolated yields. It is believed that the strong affinity of the substituents…