Synthesis 2019; 51(03): 757-768
DOI: 10.1055/s-0037-1610660
paper
© Georg Thieme Verlag Stuttgart · New York

General Method for the Preparation of Indole-2-Weinreb Amides

Carina Glas
,
Department of Pharmacy – Center for Drug Research, Ludwig-Maximilians University Munich, Butenandtstr. 5–13, 81377 Munich, Germany   Email: Franz.Bracher@cup.uni-muenchen.de
› Author Affiliations
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Publication History

Received: 21 July 2018

Accepted after revision: 05 September 2018

Publication Date:
09 October 2018 (online)


Abstract

Indole-2-Weinreb amides are obtained via thermolysis of α-azidocinnamic acid Weinreb amides in a Hemetsberger–Knittel-type cyclization. The required vinyl azides are not accessible by Knoevenagel condensation, but are obtained by cerium(IV)-mediated oxidative azidation of the corresponding cinnamic Weinreb amides.

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