One-Pot Relay Gold(I) and Brønsted Acid Catalysis: Cyclopenta[b]annulation of Indoles via Hydroamination/Nazarov-Type Cyclization Cascade of Enynols

One-Pot Relay Gold(I) and Brønsted Acid Catalysis: Cyclopenta[b]annulation of Indoles via Hydroamination/Nazarov-Type Cyclization Cascade of Enynols

An expedient relay gold­(I) and Brønsted acid catalyzed hydroamination/Nazarov cyclization of 1-(2-aminophenyl)­pent-4-en-2-ynols for the synthesis of various polyfunctionalized cyclopenta­[b]­indoles is described. The synthetic utility of this method has been demonstrated by the synthesis of a few...

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Veröffentlicht in:Organic letters 2015-10, Vol.17 (20), p.5116-5119
Hauptverfasser: Dhiman, Seema, Ramasastry, S. S. V
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Ramasastry, S. S. V
description An expedient relay gold­(I) and Brønsted acid catalyzed hydroamination/Nazarov cyclization of 1-(2-aminophenyl)­pent-4-en-2-ynols for the synthesis of various polyfunctionalized cyclopenta­[b]­indoles is described. The synthetic utility of this method has been demonstrated by the synthesis of a few unprecedented pentacyclic indoles and indole–steroidal hybrids. Further, the new methodology has been successfully applied to the enantioselective synthesis of core carbon structure of the polyveoline family of natural products.
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title One-Pot Relay Gold(I) and Brønsted Acid Catalysis: Cyclopenta[b]annulation of Indoles via Hydroamination/Nazarov-Type Cyclization Cascade of Enynols
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