Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles

[Image: see text] Herein we present a Ni-catalyzed alkylation of C–SMe with alkyl bromides for the decoration of heterocyclic frameworks. The protocol, reminiscent to the Liebeskind–Srogl coupling, makes use of simple C(sp(2))–SMe to be engaged in a reductive coupling. The reaction is suitable for a...

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Autores principales: Ma, Yuanhong, Cammarata, Jose, Cornella, Josep
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6728094/
https://www.ncbi.nlm.nih.gov/pubmed/30650305
http://dx.doi.org/10.1021/jacs.8b13534
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author Ma, Yuanhong
Cammarata, Jose
Cornella, Josep
author_facet Ma, Yuanhong
Cammarata, Jose
Cornella, Josep
author_sort Ma, Yuanhong
collection PubMed
description [Image: see text] Herein we present a Ni-catalyzed alkylation of C–SMe with alkyl bromides for the decoration of heterocyclic frameworks. The protocol, reminiscent to the Liebeskind–Srogl coupling, makes use of simple C(sp(2))–SMe to be engaged in a reductive coupling. The reaction is suitable for a preponderance of highly valuable heterocyclic motifs. In addition to cyclic bromides, noncyclic alkyl bromides are well accommodated with exquisite levels of retention over isomerization. The protocol is scalable and permits orthogonal couplings in the presence of other functionalization handles.
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spelling pubmed-67280942019-09-06 Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles Ma, Yuanhong Cammarata, Jose Cornella, Josep J Am Chem Soc [Image: see text] Herein we present a Ni-catalyzed alkylation of C–SMe with alkyl bromides for the decoration of heterocyclic frameworks. The protocol, reminiscent to the Liebeskind–Srogl coupling, makes use of simple C(sp(2))–SMe to be engaged in a reductive coupling. The reaction is suitable for a preponderance of highly valuable heterocyclic motifs. In addition to cyclic bromides, noncyclic alkyl bromides are well accommodated with exquisite levels of retention over isomerization. The protocol is scalable and permits orthogonal couplings in the presence of other functionalization handles. American Chemical Society 2019-01-16 2019-02-06 /pmc/articles/PMC6728094/ /pubmed/30650305 http://dx.doi.org/10.1021/jacs.8b13534 Text en Copyright © 2019 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 Ma, Yuanhong
Cammarata, Jose
Cornella, Josep
Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles
title Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles
title_full Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles
title_fullStr Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles
title_full_unstemmed Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles
title_short Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles
title_sort ni-catalyzed reductive liebeskind–srogl alkylation of heterocycles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6728094/
https://www.ncbi.nlm.nih.gov/pubmed/30650305
http://dx.doi.org/10.1021/jacs.8b13534
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AT cammaratajose nicatalyzedreductiveliebeskindsroglalkylationofheterocycles
AT cornellajosep nicatalyzedreductiveliebeskindsroglalkylationofheterocycles

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