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Herein, a new intramolecular palladium(II)-catalyzed regioselective 6-endo-trigor 6-exo-trigannulation through direct C–H activation is presented as a method for the diversity-oriented synthesis of highly substituted quinolinones from pyridones. The reaction occurs under mild conditions and exhibits excellent regioselectivity, good functional group tolerance, and broad applications. This innovative approach has been successfully utilized in the synthesis of Glycopentanolone A and an intermediate of (R)-(+)-Tipifarnib.

We present a new [3+2] cycloaddition reaction between alkyl–acceptor diazoalkanes under visible light irradiation. By employing easily accessible alkyl–acceptor-type diazoalkanes or their precursor hydrazones as both 1,3-dipoles and dipolarophiles, a diverse range of pyrazoline derivatives featuring a quaternary center have been efficiently synthesized in a predictable manner, with excellent functional group tolerance and good yields. Furthermore, scale-up experiments and downstream transformations of the product were also detailed.

Reported is a modular strategy for the preparation of the unique benzofused dioxabicycle scaffolds involving a Catellani reaction of aryl iodides, epoxides, and terminal alkynes and an oxa-cyclization. This is a mild, scalable, chemoselective, and atom-economical protocol, compatible with various functionalized aryl iodides, epoxides, and terminal alkynes. With the ability to build up the molecular complexity rapidly and efficiently from feedstock chemicals, this method will have wide applications in organic synthesis.

Silver-catalyzed tandem cyclization–elimination reactions of conjugated ene-yne-ketones in PhI(OAc)2/triethylamine system lead to the formation of 2-alkenylfurans. 2-Furylsilver carbene and phenyliodonium ylide are proposed as the key intermediates in these transformations.

We report here a general alkylation reaction of terminal alkenes with nucleophilic cobaloxime complex catalysis under visible light irradiation. A broad range of vinyl arenes and heteroarenes, as well as a diverse set of alkyl(pseudo)halides or strained rings as alkyl electrophiles, can efficiently undergo the transformation up to the gram scale. Mechanistic study reveals the radical nature of the reaction and corroborates our design involving alkylcobaloxime as the key intermediate.

We herein report a modular one‐step three‐component protocol for the assembly of isochromans, which involved a Catellani/oxa‐Michael addition cascade. This approach features readily available starting materials, mild reaction conditions, low palladium catalyst loading, good scalability as well as high step‐ and atom‐economy. A modular one‐step three‐componentassembly of isochromans enabled by a Catellani/oxa‐Michael addition cascade is reported. This approach tolerates a variety of aryl iodides, epoxides, as well as olefins, affording a versatile tool to access diversified isochromans. Other features of this protocol include mild reaction conditions, low palladium catalyst loading, good scalability, as well as high step and atom economy.

Herein, we report a modular and convergent strategy for the assembly of atropisomeric o-terphenyls with 1,2-diaxes via palladium/chiral norbornene cooperative catalysis and axial-to-axial diastereoinduction. Readily available aryl iodides, 2,6-substituted aryl bromides, and potassium aryl trifluoroborates are used as the building blocks, laying the foundation for diversity-oriented synthesis of these scaffolds (46 examples). Other features include the unique axial-to-axial diastereoinduction mode, construction of two axes in a single operation, and step economy. DFT calculations are performed to rationalize the axial-to-axial diastereoinduction process. Synthetic utilities of this method in preparation of atropisomeric oligophenyls, chiral catalysts, and ligands are demonstrated.