Copper-catalyzed direct alkylation of heteroarenes.

Copper-catalyzed direct alkylation of heteroarenes† †Electronic supplementary information (ESI) available: Experimental procedures, characterization and copies of 1H and 13C NMR spectra for all new compounds. See DOI: 10.1039/c6sc05622a Click here for additional data file.

One-pot construction of fused polycyclic heteroarenes involving 7-azaindoles and α,β-unsaturated ketones.

A novel one-pot synthesis of π-conjugated polycyclic compounds, which could undergo further facile transformation to form complex polycyclic heteroarene compounds, has been realized between 7-azaindoles and α,β-unsaturated ketones. This distinctive cascade process proceeds via a rhodium(iii)-catalyzed alkylation/copper-catalyzed radical annulation-aromatization pathway.

The photochemical alkylation and reduction of heteroarenes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc03768f Click here for additional data file.

The functionalization of heteroarenes has been integral to the structural diversification of medicinally active molecules such as quinolines, pyridines, and phenanthridines. Electron-deficient heteroarenes are electronically compatible to react with relatively nucleophilic free radicals such as hydroxyalkyl. However, the radical functionalization of such heteroarenes has been marked by the use ...

Copper-catalyzed ortho-halogenation of arenes and heteroarenes directed by a removable auxiliary.

Copper-catalyzed ortho-halogenation of C(sp(2))-H bonds directed by a PIP directing group with NXS (X = Cl, Br, I) has been developed. The reaction is scalable and tolerates a broad range of functional groups and heteroarenes, providing an efficient access to halogenated arenes and heteroarenes.

Palladium-Catalyzed Heteroarylation and Concomitant ortho-Alkylation of Aryl Iodides.

Three-component couplings were achieved from common aryl halides, alkyl halides, and heteroarenes under palladium and norbornene co-catalysis. The reaction forges hindered aryl-heteroaryl bonds and introduces ortho-alkyl groups to aryl rings. Various heterocycles such as oxazoles, thiazoles and thiophenes underwent efficient coupling. The heteroarenes were deprotonated in situ by bases without ...