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Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles through Cu(OTf)(2)-/I(2)-Catalyzed C–C Bond Cleavage of Chalcones and Benzylamines
[Image: see text] 1,2,4-Trisubstituted-(1H)-imidazoles have been synthesized by the Cu(OTf)(2)- and I(2)-catalyzed unusual C–C bond cleavage of chalcones and benzylamines. After the α,β-unsaturated C–C bond cleavage, the β-portion is eliminated from the reaction. Various aryl- and heteroaryl-substit...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644843/ https://www.ncbi.nlm.nih.gov/pubmed/31458944 http://dx.doi.org/10.1021/acsomega.8b01017 |
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author | Salfeena, Chettiyan Thodi F. Jalaja, Renjitha Davis, Rincy Suresh, Eringathodi Somappa, Sasidhar B. |
author_facet | Salfeena, Chettiyan Thodi F. Jalaja, Renjitha Davis, Rincy Suresh, Eringathodi Somappa, Sasidhar B. |
author_sort | Salfeena, Chettiyan Thodi F. |
collection | PubMed |
description | [Image: see text] 1,2,4-Trisubstituted-(1H)-imidazoles have been synthesized by the Cu(OTf)(2)- and I(2)-catalyzed unusual C–C bond cleavage of chalcones and benzylamines. After the α,β-unsaturated C–C bond cleavage, the β-portion is eliminated from the reaction. Various aryl- and heteroaryl-substituted chalcones and benzylamines were well tolerated in this unusual transformation to yield the trisubstituted-(1H)-imidazoles. |
format | Online Article Text |
id | pubmed-6644843 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66448432019-08-27 Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles through Cu(OTf)(2)-/I(2)-Catalyzed C–C Bond Cleavage of Chalcones and Benzylamines Salfeena, Chettiyan Thodi F. Jalaja, Renjitha Davis, Rincy Suresh, Eringathodi Somappa, Sasidhar B. ACS Omega [Image: see text] 1,2,4-Trisubstituted-(1H)-imidazoles have been synthesized by the Cu(OTf)(2)- and I(2)-catalyzed unusual C–C bond cleavage of chalcones and benzylamines. After the α,β-unsaturated C–C bond cleavage, the β-portion is eliminated from the reaction. Various aryl- and heteroaryl-substituted chalcones and benzylamines were well tolerated in this unusual transformation to yield the trisubstituted-(1H)-imidazoles. American Chemical Society 2018-07-19 /pmc/articles/PMC6644843/ /pubmed/31458944 http://dx.doi.org/10.1021/acsomega.8b01017 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 | Salfeena, Chettiyan Thodi F. Jalaja, Renjitha Davis, Rincy Suresh, Eringathodi Somappa, Sasidhar B. Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles through Cu(OTf)(2)-/I(2)-Catalyzed C–C Bond Cleavage of Chalcones and Benzylamines |
title | Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles
through Cu(OTf)(2)-/I(2)-Catalyzed
C–C Bond Cleavage of Chalcones and Benzylamines |
title_full | Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles
through Cu(OTf)(2)-/I(2)-Catalyzed
C–C Bond Cleavage of Chalcones and Benzylamines |
title_fullStr | Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles
through Cu(OTf)(2)-/I(2)-Catalyzed
C–C Bond Cleavage of Chalcones and Benzylamines |
title_full_unstemmed | Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles
through Cu(OTf)(2)-/I(2)-Catalyzed
C–C Bond Cleavage of Chalcones and Benzylamines |
title_short | Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles
through Cu(OTf)(2)-/I(2)-Catalyzed
C–C Bond Cleavage of Chalcones and Benzylamines |
title_sort | synthesis of 1,2,4-trisubstituted-(1h)-imidazoles
through cu(otf)(2)-/i(2)-catalyzed
c–c bond cleavage of chalcones and benzylamines |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644843/ https://www.ncbi.nlm.nih.gov/pubmed/31458944 http://dx.doi.org/10.1021/acsomega.8b01017 |
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