Furan Ring‐Opening/Indole Ring‐Closure: Pictet–Spengler‐Like Reaction of 2‐(<i>o</i>‐Aminophenyl)furans with Aldehydes

Maxim G. Uchuskin, Arkady S. Pilipenko, Fatima A. Tsiunchik, Dmitry Cheshkov, Igor V. Trushkov

European Journal of Organic Chemistry · 2010 · 26 citations · 78 references

Concepts

Abstract

Abstract A new simple approach to 3‐(2‐acylvinyl)‐2‐(hetero)arylindoles has been developed. The method is based on the acid‐catalysed interaction of 2‐(2‐aminophenyl)furans with(hetero)aromatic aldehydes. The reactions proceed under very mild conditions and lead to indoles containing a reactive α,β‐unsaturated ketone moiety, which is suitable for further transformations, in moderate to good yields.

References

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