Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination

The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot...

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Autores principales: Sun, Jiyun, Zhen, Xiaohua, Ge, Huaibin, Zhang, Guangtao, An, Xuechan, Du, Yunfei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009194/
https://www.ncbi.nlm.nih.gov/pubmed/29977409
http://dx.doi.org/10.3762/bjoc.14.123
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author Sun, Jiyun
Zhen, Xiaohua
Ge, Huaibin
Zhang, Guangtao
An, Xuechan
Du, Yunfei
author_facet Sun, Jiyun
Zhen, Xiaohua
Ge, Huaibin
Zhang, Guangtao
An, Xuechan
Du, Yunfei
author_sort Sun, Jiyun
collection PubMed
description The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot process.
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spelling pubmed-60091942018-07-05 Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination Sun, Jiyun Zhen, Xiaohua Ge, Huaibin Zhang, Guangtao An, Xuechan Du, Yunfei Beilstein J Org Chem Full Research Paper The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot process. Beilstein-Institut 2018-06-15 /pmc/articles/PMC6009194/ /pubmed/29977409 http://dx.doi.org/10.3762/bjoc.14.123 Text en Copyright © 2018, Sun et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Sun, Jiyun
Zhen, Xiaohua
Ge, Huaibin
Zhang, Guangtao
An, Xuechan
Du, Yunfei
Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
title Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
title_full Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
title_fullStr Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
title_full_unstemmed Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
title_short Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
title_sort synthesis of trifluoromethylated 2h-azirines through togni reagent-mediated trifluoromethylation followed by phio-mediated azirination
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009194/
https://www.ncbi.nlm.nih.gov/pubmed/29977409
http://dx.doi.org/10.3762/bjoc.14.123
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