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Synthesis 2021; 53(06): 1095-1102
DOI: 10.1055/s-0040-1707317
DOI: 10.1055/s-0040-1707317
paper
Visible-Light-Driven Z-Selective Reaction of Methyl Ketones with DMSO: A Mild Synthetic Approach to Methylthio-Substituted 1,4-Enedione Promoted by Selectfluor™
M.L.D. is thankful to the Science and Engineering Research Board (SERB), India for the financial support (Grant No. SB/FT/CS-073/2014).
Abstract
Here we disclose a simple, visible-light-driven Z-selective synthesis of methylthio-substituted 1,4-enedione in a single step promoted by Selectfluor. Dimethyl sulfoxide is used as both the ‘thio’ source and the solvent. Molecular iodine and potassium persulfate are used as catalyst and oxidant, respectively. White light (CFL-30W) is used as the light source. The proposed mechanism involves a Kornblum reaction followed by aldol reaction.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707317.
- Supporting Information
Publication History
Received: 09 August 2020
Accepted after revision: 08 September 2020
Article published online:
12 October 2020
© 2020. Thieme. All rights reserved
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