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Synthesis 2019; 51(03): 757-768
DOI: 10.1055/s-0037-1610660
DOI: 10.1055/s-0037-1610660
paper
General Method for the Preparation of Indole-2-Weinreb Amides
Further Information
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.
Key words
Weinreb amide - indoles - azidation - cyclization - Hemetsberger–Knittel synthesis - thermolysis - nitrene - ceriumSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610660.
- Supporting Information
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