Rapid Access to the Welwitindolinone Alkaloid Skeleton by Cyclization of Indolecarboxaldehyde Substituted Cyclohexanones

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2005 Sep 9

PMID 16146358

Citations 20

Authors

Jerome Baudoux

Alexander J Blake

Nigel S Simpkins

Affiliations

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Abstract

[reaction: see text] A very rapid access to cyclohexanone-bridged indole systems was established by an acid-mediated ring closure of appropriately substituted indole aldehydes, which involved an apparent disproportionation of an aldol-like intermediate. One of the bridged indole intermediates was further transformed into an oxindole having the essential skeleton of the Welwitindolinone alkaloids.

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