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  Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles

Ma, Y., Cammarata, J., & Cornella, J. (2019). Ni-Catalyzed Reductive Liebeskind–Srogl Alkylation of Heterocycles. Journal of the American Chemical Society, 141(5), 1918-1922. doi:10.1021/jacs.8b13534.

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ja8b13534_si_001.pdf (Supplementary material), 11MB
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 Creators:
Ma, Yuanhong1, Author              
Cammarata, Jose1, Author              
Cornella, Josep1, Author              
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1Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2466693              

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 Abstract: 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(sp2)–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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Language(s): eng - English
 Dates: 2018-12-192019-01-162019-02-06
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jacs.8b13534
 Degree: -

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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 141 (5) Sequence Number: - Start / End Page: 1918 - 1922 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870