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Modular Access to Azepines by Directed Carbonylative C–C Bond Activation of Aminocyclopropanes
[Image: see text] A modular Rh-catalyzed entry to azepines is outlined. Under a CO atmosphere, protecting group directed C–C bond activation of aminocyclopropanes provides rhodacyclopentanones. These intermediates are effective for intramolecular C–H metalation of either an N-aryl or N-vinyl unit en...
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/PMC5834216/ https://www.ncbi.nlm.nih.gov/pubmed/29461050 http://dx.doi.org/10.1021/jacs.7b13087 |
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author | Wang, Gang-Wei Bower, John F. |
author_facet | Wang, Gang-Wei Bower, John F. |
author_sort | Wang, Gang-Wei |
collection | PubMed |
description | [Image: see text] A modular Rh-catalyzed entry to azepines is outlined. Under a CO atmosphere, protecting group directed C–C bond activation of aminocyclopropanes provides rhodacyclopentanones. These intermediates are effective for intramolecular C–H metalation of either an N-aryl or N-vinyl unit en route to azepine ring systems. Thus, byproduct-free heterocyclizations are enabled by sequential C–C activation and C–H functionalization steps. |
format | Online Article Text |
id | pubmed-5834216 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-58342162018-03-05 Modular Access to Azepines by Directed Carbonylative C–C Bond Activation of Aminocyclopropanes Wang, Gang-Wei Bower, John F. J Am Chem Soc [Image: see text] A modular Rh-catalyzed entry to azepines is outlined. Under a CO atmosphere, protecting group directed C–C bond activation of aminocyclopropanes provides rhodacyclopentanones. These intermediates are effective for intramolecular C–H metalation of either an N-aryl or N-vinyl unit en route to azepine ring systems. Thus, byproduct-free heterocyclizations are enabled by sequential C–C activation and C–H functionalization steps. American Chemical Society 2018-02-20 2018-02-28 /pmc/articles/PMC5834216/ /pubmed/29461050 http://dx.doi.org/10.1021/jacs.7b13087 Text en Copyright © 2018 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited. |
spellingShingle | Wang, Gang-Wei Bower, John F. Modular Access to Azepines by Directed Carbonylative C–C Bond Activation of Aminocyclopropanes |
title | Modular
Access to Azepines by Directed Carbonylative
C–C Bond Activation of Aminocyclopropanes |
title_full | Modular
Access to Azepines by Directed Carbonylative
C–C Bond Activation of Aminocyclopropanes |
title_fullStr | Modular
Access to Azepines by Directed Carbonylative
C–C Bond Activation of Aminocyclopropanes |
title_full_unstemmed | Modular
Access to Azepines by Directed Carbonylative
C–C Bond Activation of Aminocyclopropanes |
title_short | Modular
Access to Azepines by Directed Carbonylative
C–C Bond Activation of Aminocyclopropanes |
title_sort | modular
access to azepines by directed carbonylative
c–c bond activation of aminocyclopropanes |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5834216/ https://www.ncbi.nlm.nih.gov/pubmed/29461050 http://dx.doi.org/10.1021/jacs.7b13087 |
work_keys_str_mv | AT wanggangwei modularaccesstoazepinesbydirectedcarbonylativeccbondactivationofaminocyclopropanes AT bowerjohnf modularaccesstoazepinesbydirectedcarbonylativeccbondactivationofaminocyclopropanes |