Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides

An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine d(F)ppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides di...

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Autores principales: Crisenza, Giacomo E M, Sokolova, Olga O, Bower, John F
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2015
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4691333/
https://www.ncbi.nlm.nih.gov/pubmed/26490739
http://dx.doi.org/10.1002/anie.201506581
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author Crisenza, Giacomo E M
Sokolova, Olga O
Bower, John F
author_facet Crisenza, Giacomo E M
Sokolova, Olga O
Bower, John F
author_sort Crisenza, Giacomo E M
collection PubMed
description An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine d(F)ppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides direct and ortho-selective access to synthetically challenging anilines, and addresses long-standing issues associated with related Friedel–Crafts alkylations.
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spelling pubmed-46913332015-12-31 Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides Crisenza, Giacomo E M Sokolova, Olga O Bower, John F Angew Chem Int Ed Engl Communications An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine d(F)ppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides direct and ortho-selective access to synthetically challenging anilines, and addresses long-standing issues associated with related Friedel–Crafts alkylations. WILEY-VCH Verlag 2015-12-01 2015-10-22 /pmc/articles/PMC4691333/ /pubmed/26490739 http://dx.doi.org/10.1002/anie.201506581 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. https://creativecommons.org/licenses/by/4.0/ © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Crisenza, Giacomo E M
Sokolova, Olga O
Bower, John F
Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides
title Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides
title_full Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides
title_fullStr Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides
title_full_unstemmed Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides
title_short Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides
title_sort branch-selective alkene hydroarylation by cooperative destabilization: iridium-catalyzed ortho-alkylation of acetanilides
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4691333/
https://www.ncbi.nlm.nih.gov/pubmed/26490739
http://dx.doi.org/10.1002/anie.201506581
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AT sokolovaolgao branchselectivealkenehydroarylationbycooperativedestabilizationiridiumcatalyzedorthoalkylationofacetanilides
AT bowerjohnf branchselectivealkenehydroarylationbycooperativedestabilizationiridiumcatalyzedorthoalkylationofacetanilides

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