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Synthesis 2019; 51(09): 2007-2013
DOI: 10.1055/s-0037-1612058
DOI: 10.1055/s-0037-1612058
paper
Facile Synthesis of Onychines
Further Information
Publication History
Received: 07 November 2018
Accepted after revision: 06 December 2018
Publication Date:
19 February 2019 (online)
Abstract
The FeCl3-mediated condensation of an α-phenylenamino ester and an enone proceeds efficiently to afford a 2-phenylnicotinate. The subsequent intramolecular Friedel–Crafts reaction yielded an onychine framework. Modifications at the 2-, 3-, and 8-positions of the onychine framework were easily achieved by altering the enamino esters and enones, which facilitated the discovery of potentially bioactive compounds.
Key words
onychine - polysubstituted nicotinates - iron(III) chloride - intramolecular Friedel–Crafts reaction - enoneSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1612058.
- Supporting Information
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