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Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature

[Image: see text] A transition metal-free process has been reported for 1,2-dithiocyanation of alkynes in the presence of sodium persulfate and potassium thiocyanate reagent combination in a short reaction time under ambient air. Styrene derivatives are equally applicable under the same reaction con...

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Autores principales: Samanta, Satyajit, Chatterjee, Rana, Santra, Sougata, Hajra, Alakananda, Khalymbadzha, Igor A., Zyryanov, Grigory V., Majee, Adinath
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644369/
https://www.ncbi.nlm.nih.gov/pubmed/31458029
http://dx.doi.org/10.1021/acsomega.8b01762
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author Samanta, Satyajit
Chatterjee, Rana
Santra, Sougata
Hajra, Alakananda
Khalymbadzha, Igor A.
Zyryanov, Grigory V.
Majee, Adinath
author_facet Samanta, Satyajit
Chatterjee, Rana
Santra, Sougata
Hajra, Alakananda
Khalymbadzha, Igor A.
Zyryanov, Grigory V.
Majee, Adinath
author_sort Samanta, Satyajit
collection PubMed
description [Image: see text] A transition metal-free process has been reported for 1,2-dithiocyanation of alkynes in the presence of sodium persulfate and potassium thiocyanate reagent combination in a short reaction time under ambient air. Styrene derivatives are equally applicable under the same reaction conditions. Monothiocyanated vinyl derivatives were also synthesized from 2-ethynylpyridine and dimethyl acetylene dicarboxylate. The reaction proceeds by the radical/polar pathway as evidenced from our experiments and literature. After removal of the solvent from the reaction mixture by evaporation, the crude product was purified without conventional workup.
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spelling pubmed-66443692019-08-27 Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature Samanta, Satyajit Chatterjee, Rana Santra, Sougata Hajra, Alakananda Khalymbadzha, Igor A. Zyryanov, Grigory V. Majee, Adinath ACS Omega [Image: see text] A transition metal-free process has been reported for 1,2-dithiocyanation of alkynes in the presence of sodium persulfate and potassium thiocyanate reagent combination in a short reaction time under ambient air. Styrene derivatives are equally applicable under the same reaction conditions. Monothiocyanated vinyl derivatives were also synthesized from 2-ethynylpyridine and dimethyl acetylene dicarboxylate. The reaction proceeds by the radical/polar pathway as evidenced from our experiments and literature. After removal of the solvent from the reaction mixture by evaporation, the crude product was purified without conventional workup. American Chemical Society 2018-10-11 /pmc/articles/PMC6644369/ /pubmed/31458029 http://dx.doi.org/10.1021/acsomega.8b01762 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Samanta, Satyajit
Chatterjee, Rana
Santra, Sougata
Hajra, Alakananda
Khalymbadzha, Igor A.
Zyryanov, Grigory V.
Majee, Adinath
Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature
title Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature
title_full Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature
title_fullStr Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature
title_full_unstemmed Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature
title_short Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature
title_sort mild, efficient, and metal-free radical 1,2-dithiocyanation of alkynes and alkenes at room temperature
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644369/
https://www.ncbi.nlm.nih.gov/pubmed/31458029
http://dx.doi.org/10.1021/acsomega.8b01762
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