Guifang Han

Copper-Catalyzed Intramolecular Trifluoromethylation of N-Benzylacrylamides Coupled with Dearomatization: Access to CF3-Containing 2-Azaspiro[4.5]decanes

Copper-catalyzed intramolecular trifluoromethylation of N-benzylacrylamides coupled with dearomatization was achieved and used to regiospecifically construct a variety of trifluoromethylated 2-azaspiro[4.5]decanes bearing adjacent quaternary stereocenters under mild conditions in moderate to excellent yields.

Copper-mediated α-trifluoromethylation of N-phenylcinnamamides coupled with dearomatization: access to trifluoromethylated 1-azaspiro[4.5]decanes.

Copper-mediated intramolecular trifluoromethylation of N-phenylcinnamamides coupled with cyclization and dearomatization was used to construct various trifluoromethylated 1-azaspiro[4.5]decanes in moderate to high yields and with excellent regioselectivity and diastereoselectivity.

Total Synthesis of Phenanthroindolizidine Alkaloids through an Amidyl Radical Cascade/Rearrangement Reaction

A short and general synthesis of the phenanthroindolizidine alkaloids is reported, featuring an unusual amidyl radical 5-exo/5-exo/rearrangement cascade of a xanthate precursor. Second, using an amidyl radical 5-exo/6-endo cascade to synthesize a phenanthroindolizidine alkaloid exclusively has been developed through a small structural modification.

Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.

On the basis of previous structure-activity relationship (SAR) and antiviral mechanism studies, antofine analogues with different substituent groups at the C-6 position targeting tobacco mosaic virus (TMV) RNA were synthesized for the first time. The antofine analogues 1a-8a and 1b-9b were evaluated for their antiviral activity against TMV. The SAR study of antofine analogues is discussed. Most of the compounds were found to exhibit higher antiviral activity than commercial Ningnanmycin in vitro and in vivo. The groups with hydrogen donor or electron-withdrawing groups at the C-6 position were found to be favorable for antiviral activity.

Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of glycoconjugates of phenanthroindolizidines alkaloids

Glycoconjugates of phenanthroindolizidine alkaloids targeting tobacco mosaic virus (TMV) RNA were designed, synthesized, and evaluated for their antiviral activity against TMV for the first time. The glycoconjugation of

Design, Synthesis, and Antitobacco Mosaic Virus Activity of Water-Soluble Chiral Quaternary Ammonium Salts of Phenanthroindolizidines Alkaloids

(S)

Copper-Catalyzed Aryltrifluoromethylation of N-Phenylcinnamamides: Access to Trifluoromethylated 3,4-Dihydroquinolin-2(1 H)-ones

(S)-6-O-desmethylantofine (2) and 14-hydroxyltylophorines (3–6) was accomplished in three ways (O-glycosylation manner, using carbamoyloxy as linker arm, and using 1,2,3-triazole as linker arm) with three different sugar units (glucose, galactose, and mannose). The glycoconjugates showed improved water solubility and molecule polarity compared with phenanthroindolizidine alkaloids. The bioassay results showed that C6 was a suitable position for glycoconjugation and O-glycosylation can increase the antiviral activity of phenanthroindolizidine alkaloids indicating that the introduction of sugar units can improve the antiviral activity profile of glycoconjugates. Two O-glycosides of