Intramolecular Photochemical Cross‐Coupling Reactions of 3‐Acyl‐2‐haloindoles and 2‐Chloropyrrole‐3‐carbaldehydes with Substituted Benzenes

Shenci Lu, Xi‐Xia Zhang, Zongjun Shi, Yuwei Ren, Bing Li, Wei Zhang

Advanced Synthesis & Catalysis · 2009 · 35 citations · 44 references

Concepts

Abstract

Abstract Highly efficient syntheses of indolo[2,1‐ a ]isoquinolines, indolo[2,1‐ a ][2]benzazepines, pyrrolo[2,1‐ a ]isoquinolines and pyrrolo[1,2‐ a ]benzazepines in excellent yields have been achieved by the intramolecular photochemical cross‐coupling reactions of 3‐acyl‐2‐halo‐ N ‐(ω‐arylalkyl)indoles and 2‐chloro‐ N ‐(ω‐arylalkyl)pyrrole‐3‐carbaldehydes in acetone. A new heterocyclic ring system – pyrrolo[1,2‐ d ][1,4]benzoxazepine – has also been constructed for the first time in this work by the photocyclization of 2‐chloro‐ N ‐(2‐phenoxyethyl)pyrrole‐3‐carbaldehyde.

References

44