Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes

[Image: see text] A method for cobalt-catalyzed, aminoquinoline-directed ortho-functionalization of sp(2) C–H bonds with alkenes has been developed. Reactions proceed at room temperature in trifluoroethanol solvent, use oxygen from air as an oxidant, and require Mn(OAc)(3) as a cocatalyst. Benzoic,...

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Autores principales: Grigorjeva, Liene, Daugulis, Olafs
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4155791/
https://www.ncbi.nlm.nih.gov/pubmed/25146300
http://dx.doi.org/10.1021/ol502005g
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author Grigorjeva, Liene
Daugulis, Olafs
author_facet Grigorjeva, Liene
Daugulis, Olafs
author_sort Grigorjeva, Liene
collection PubMed
description [Image: see text] A method for cobalt-catalyzed, aminoquinoline-directed ortho-functionalization of sp(2) C–H bonds with alkenes has been developed. Reactions proceed at room temperature in trifluoroethanol solvent, use oxygen from air as an oxidant, and require Mn(OAc)(3) as a cocatalyst. Benzoic, heteroaromatic, and acrylic acid aminoquinoline amides react with ethylene as well as mono- and disubstituted alkenes affording products in good yields. Excellent functional group tolerance is observed; halogen, nitro, ether, and unprotected alcohol functionalities are compatible with the reaction conditions.
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spelling pubmed-41557912014-09-06 Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes Grigorjeva, Liene Daugulis, Olafs Org Lett [Image: see text] A method for cobalt-catalyzed, aminoquinoline-directed ortho-functionalization of sp(2) C–H bonds with alkenes has been developed. Reactions proceed at room temperature in trifluoroethanol solvent, use oxygen from air as an oxidant, and require Mn(OAc)(3) as a cocatalyst. Benzoic, heteroaromatic, and acrylic acid aminoquinoline amides react with ethylene as well as mono- and disubstituted alkenes affording products in good yields. Excellent functional group tolerance is observed; halogen, nitro, ether, and unprotected alcohol functionalities are compatible with the reaction conditions. American Chemical Society 2014-08-22 2014-09-05 /pmc/articles/PMC4155791/ /pubmed/25146300 http://dx.doi.org/10.1021/ol502005g Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Grigorjeva, Liene
Daugulis, Olafs
Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes
title Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes
title_full Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes
title_fullStr Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes
title_full_unstemmed Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes
title_short Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes
title_sort cobalt-catalyzed, aminoquinoline-directed coupling of sp(2) c–h bonds with alkenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4155791/
https://www.ncbi.nlm.nih.gov/pubmed/25146300
http://dx.doi.org/10.1021/ol502005g
work_keys_str_mv AT grigorjevaliene cobaltcatalyzedaminoquinolinedirectedcouplingofsp2chbondswithalkenes
AT daugulisolafs cobaltcatalyzedaminoquinolinedirectedcouplingofsp2chbondswithalkenes

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