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We represented herein a two-step synthesis of 1-methyl-6 H -indol-6-one which is an N -containing 6/5 fused bicyclic building blocks in Amaryllidaceae alkaloids. The key step featured is a 'one-pot' ozonolysis/reductive amination/cyclization of allylated cyclohexa-1,3-dione to give bicyclic compounds. Moreover, the formal total synthesis of natural product γ-lycorane could be achieved through a photo-promoted cyclization/oxidation cascade reaction from the resulting bicyclic intermediate. [ABSTRACT FROM AUTHOR]

α-C(sp3)-H arylation is an important type of C-H functionalization. Various biologically significant natural products, chemical intermediates, and drugs have been effectively prepared via C-H functionalization. Cyclic carbonyl compounds comprise of cyclic ketones, enones, lactones, and lactams. The α-C(sp3)-H arylation of these compounds have been exhibited high efficiency in forming C(sp3)-C(sp2) bonds, played a crucial role in organic synthesis, and attracted majority of interests from organic and medicinal communities. This review focused on the most significant advances including methods, mechanism, and applications in total synthesis of natural products in the field of α-C(sp3)-H arylations of cyclic carbonyl compounds in recent years. [ABSTRACT FROM AUTHOR]

Vibsatins A, (I), and B, (II), are the first examples of 14,15,16,17-tetranorvibsane diterpenoids containing a core bicyclo[4.2.1]nonane moiety, which represents a new subtype of vibsane-type diterpenoids. [ABSTRACT FROM AUTHOR]

• A biomimetic total synthesis of horsfiequinone A. • Aerobic copper-catalyzed oxidation. • The anti-inflammatory activity of horsfiequinone A was revisited. Inspired by the oxy-tyrosinase type II copper enzyme, a biomimetic synthesis of the natural product horsfiequinone A (1) has been achieved using CuOTf/DBED/O 2 catalyzed oxidation as a key step. The synthetic route furnished 1 in 33% overall yield (64% brsm) from commercially available para-hydroxybenzaldehyde. Moreover, revisiting the biological activity of 1 resulted in the discovery of its in vitro inhibitory activity towards nitric oxide (NO) production in LPS-induced RAW264.7 cells with an IC 50 value of 4.42 ± 0.81 μM. The anti-inflammatory effect of 1 was further supported by an iNOS expression inhibition assay and molecular docking simulation. [ABSTRACT FROM AUTHOR]