Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles

[Image: see text] A palladium N-heterocyclic carbene catalyzed methodology for the synthesis of substituted, N-unprotected indoles and azaindoles is reported. The protocol permits access to various, highly substituted members of these classes of compounds. Although two possible reaction pathways (de...

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Autores principales: Marelli, Enrico, Corpet, Martin, Minenkov, Yury, Neyyappadath, Rifahath M., Bismuto, Alessandro, Buccolini, Giulia, Curcio, Massimiliano, Cavallo, Luigi, Nolan, Steven P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5745074/
https://www.ncbi.nlm.nih.gov/pubmed/29291137
http://dx.doi.org/10.1021/acscatal.6b00040
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author Marelli, Enrico
Corpet, Martin
Minenkov, Yury
Neyyappadath, Rifahath M.
Bismuto, Alessandro
Buccolini, Giulia
Curcio, Massimiliano
Cavallo, Luigi
Nolan, Steven P.
author_facet Marelli, Enrico
Corpet, Martin
Minenkov, Yury
Neyyappadath, Rifahath M.
Bismuto, Alessandro
Buccolini, Giulia
Curcio, Massimiliano
Cavallo, Luigi
Nolan, Steven P.
author_sort Marelli, Enrico
collection PubMed
description [Image: see text] A palladium N-heterocyclic carbene catalyzed methodology for the synthesis of substituted, N-unprotected indoles and azaindoles is reported. The protocol permits access to various, highly substituted members of these classes of compounds. Although two possible reaction pathways (deprotonative and Heck-like) can be proposed, control experiments, supported by computational studies, point toward a deprotonative mechanism being operative.
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spelling pubmed-57450742017-12-28 Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles Marelli, Enrico Corpet, Martin Minenkov, Yury Neyyappadath, Rifahath M. Bismuto, Alessandro Buccolini, Giulia Curcio, Massimiliano Cavallo, Luigi Nolan, Steven P. ACS Catal [Image: see text] A palladium N-heterocyclic carbene catalyzed methodology for the synthesis of substituted, N-unprotected indoles and azaindoles is reported. The protocol permits access to various, highly substituted members of these classes of compounds. Although two possible reaction pathways (deprotonative and Heck-like) can be proposed, control experiments, supported by computational studies, point toward a deprotonative mechanism being operative. American Chemical Society 2016-03-30 2016-05-06 /pmc/articles/PMC5745074/ /pubmed/29291137 http://dx.doi.org/10.1021/acscatal.6b00040 Text en Copyright © 2016 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Marelli, Enrico
Corpet, Martin
Minenkov, Yury
Neyyappadath, Rifahath M.
Bismuto, Alessandro
Buccolini, Giulia
Curcio, Massimiliano
Cavallo, Luigi
Nolan, Steven P.
Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles
title Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles
title_full Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles
title_fullStr Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles
title_full_unstemmed Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles
title_short Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles
title_sort catalytic α-arylation of imines leading to n-unprotected indoles and azaindoles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5745074/
https://www.ncbi.nlm.nih.gov/pubmed/29291137
http://dx.doi.org/10.1021/acscatal.6b00040
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