Study on the synthesis of the cyclopenta[ f ]indole core of raputindole A

• Published in: Beilstein journal of organic chemistry Vol. 12; no. 1; pp. 334 - 342
• Main Authors: Marsch, Nils, Kock, Mario, Lindel, Thomas
• Format: Journal Article
• Language: English
• Published: Germany Beilstein-Institut zur Föerderung der Chemischen Wissenschaften 23.02.2016; Beilstein-Institut
• Subjects: Chemistry; Full Research Paper; gold-catalyzed reactions; heterocycles; indole alkaloids; natural products; synthesis; synthesis; indole alkaloids; natural products; heterocycles; gold-catalyzed reactions

The raputindoles from the rutaceous tree Raputia simulans share a cyclopenta[ f ]indole partial structure the synthesis of which is subject of this investigation. An efficient route to a series of 1,5-di(indol-6-yl)pentenones was developed via Mo/Au-catalyzed Meyer–Schuster rearrangement of tertiary...