Diastereo- and Enantioselective Mannich/Cyclization Cascade Reaction Access to Chiral Benzothiazolopyrimidine Derivatives.

An efficient asymmetric Mannich/cyclization cascade strategy was established from 2-benzothiazolimines with N-acylpyrazoles to provide optical active benzothiazolopyrimidine derivatives using a copper-based complex. The mild cascade process constructed various structurally diverse products with broad scope of substrates together with excellent enantioselectivities (up to 99 % ee) and diastereoselectivities (up to 99:1 d.r.).

Ruthenium-Catalyzed Selective C-C Coupling of Allylic Alcohols with Free Indoles: Influence of the Metal Catalyst.

Versatile reactive activities of allyl alcohols with free indoles in C-H functionalization reactions were investigated. Direct alkylation or cascade cyclization reactions could be selectively controlled based on the catalyst system: Ru(PPh3 )3 Cl2 provided C3-substituted ß-ketone indoles whereas [Ru(p-cymene)Cl2 ]2 yielded cyclized indoles.

Ruthenium(II)-Catalyzed Indolo[2,1-a]isoquinolines Synthesis by Tandem C-H Allylation and Oxidative Cyclization of 2-Phenylindoles with Allyl Carbonates.

A novel RuII-catalyzed tandem C-H bond activation tool has been successfully developed involving allylation and oxidative cyclization of 2-phenyl indoles with allyl carbonates. This one-pot reaction is a new way to synthesize indolo[2,1-a]isoquinoline units via a simple and efficient process.

A Convenient One-Pot Route to Screw-Shaped [5]Azahelicenes via Rhodium(III)-Catalyzed Multiple C-H Bond Activation.

A convenient rhodium(III)-catalyzed cascade reaction of 7-azaindoles and alkynes through multiple C-H bond activation for the synthesis of unique [5]azahelicenes has been developed. The optical property of these screw-shaped helicene derivatives could be further utilized in electronic devices to recognize mercury ions.

IrIII -Catalyzed One-Pot Cascade Synthesis of Pentacyclic-Fused Carbazoles from Indoles and Diazoes.

A highly efficient IrIII -catalyzed cascade cyclization of indoles and diazoes giving access to unique pentacyclic-fused carbazoles has been developed. This novel strategy expanded the application scope of coupling partners to take diazo compounds as a C2 source, and two new cycles, three new C-C and one new C-N bonds were formed in one-pot.

One-pot construction of fused polycyclic heteroarenes involving 7-azaindoles and α,ß-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,ß-unsaturated ketones. This distinctive cascade process proceeds via a rhodium(iii)-catalyzed alkylation/copper-catalyzed radical annulation-aromatization pathway.

A unique annulation of 7-azaindoles with alkenyl esters to produce π-conjugated 7-azaindole derivatives.

Rhodium(iii)-catalyzed N-directed ortho C-H activation and subsequent roll-over C-H activation represents an important strategy to synthesize fused polycyclic compounds. Herein, the novel methodology broadens the scope of the coupling partner to alkenes, which working smoothly with 7-azaindoles has been proven to be an efficient and atom-economical strategy to access complex π-conjugated 7-azaindole derivatives.