Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes

[Image: see text] Under Rh-catalyzed conditions, secondary amines and anilines function as directing groups to facilitate regioselective C–C bond activation of nonactivated cyclopropanes. The resulting amino-stabilized rhodacycles undergo carbonylative C–N bond formation en route to challenging seve...

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Autores principales: Calow, Adam D. J., Dailler, David, Bower, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9248011/
https://www.ncbi.nlm.nih.gov/pubmed/35715228
http://dx.doi.org/10.1021/jacs.2c02921
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author Calow, Adam D. J.
Dailler, David
Bower, John F.
author_facet Calow, Adam D. J.
Dailler, David
Bower, John F.
author_sort Calow, Adam D. J.
collection PubMed
description [Image: see text] Under Rh-catalyzed conditions, secondary amines and anilines function as directing groups to facilitate regioselective C–C bond activation of nonactivated cyclopropanes. The resulting amino-stabilized rhodacycles undergo carbonylative C–N bond formation en route to challenging seven- and eight-membered lactams. The processes represent rare examples where C–C bond oxidative addition of nonactivated cyclopropanes is exploited in reaction design.
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spelling pubmed-92480112022-07-02 Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes Calow, Adam D. J. Dailler, David Bower, John F. J Am Chem Soc [Image: see text] Under Rh-catalyzed conditions, secondary amines and anilines function as directing groups to facilitate regioselective C–C bond activation of nonactivated cyclopropanes. The resulting amino-stabilized rhodacycles undergo carbonylative C–N bond formation en route to challenging seven- and eight-membered lactams. The processes represent rare examples where C–C bond oxidative addition of nonactivated cyclopropanes is exploited in reaction design. American Chemical Society 2022-06-17 2022-06-29 /pmc/articles/PMC9248011/ /pubmed/35715228 http://dx.doi.org/10.1021/jacs.2c02921 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Calow, Adam D. J.
Dailler, David
Bower, John F.
Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes
title Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes
title_full Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes
title_fullStr Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes
title_full_unstemmed Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes
title_short Carbonylative N-Heterocyclization via Nitrogen-Directed C–C Bond Activation of Nonactivated Cyclopropanes
title_sort carbonylative n-heterocyclization via nitrogen-directed c–c bond activation of nonactivated cyclopropanes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9248011/
https://www.ncbi.nlm.nih.gov/pubmed/35715228
http://dx.doi.org/10.1021/jacs.2c02921
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AT daillerdavid carbonylativenheterocyclizationvianitrogendirectedccbondactivationofnonactivatedcyclopropanes
AT bowerjohnf carbonylativenheterocyclizationvianitrogendirectedccbondactivationofnonactivatedcyclopropanes

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