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Synthesis 2021; 53(05): 954-960
DOI: 10.1055/s-0040-1707315
DOI: 10.1055/s-0040-1707315
paper
Straightforward Synthesis of 3-Selenocyanato-Substituted Chromones through Electrophilic Selenocyanation of Enaminones under Grinding Conditions
We are grateful to the National Natural Science Foundation of China (21861008), the Department of Science and Technology of Guangxi (AD19245049), the Natural Science Foundation of Guangxi (2018GXNSFBA138037, 2018GXNSFAA281245), and the ‘BAGUI Scholar’ program of Guangxi Province of China for generous financial support.
Abstract
A metal- and oxidant-free method for preparing 3-selenocyanato-substituted chromones from 2-hydroxyphenyl enaminones by using a newly developed electrophilic selenocyanating reagent is reported. A series of 3-selenocyanato- or 3-thiocyanato-substituted chromones, as well as 3-selenocyanato- or 3-thiocyanato-substituted quinolinones was obtained in good to excellent yields under grinding reaction conditions. The generality and utility of this approach were demonstrated by a scale-up reaction and transformations of one of the products.
Key words
selenocyanation - chromones - grinding - organoselenium compounds - solvent-free conditionsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707315.
- Supporting Information
- CIF File
Publication History
Received: 06 August 2020
Accepted after revision: 07 September 2020
Article published online:
12 October 2020
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