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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...

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Detalles Bibliográficos
Autores principales: Wang, Gang-Wei, Bower, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
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.
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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
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