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  Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives

Li, J., Sun, X., Dmitrieva, E., Israel, N., Wu, F., Yang, L., et al. (2024). Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p-Bisindolopyrazine Derivatives. Organic Letters, 26(5), 1046-1050. doi:10.1021/acs.orglett.3c04209.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000E-79DF-0 Version Permalink: https://hdl.handle.net/21.11116/0000-000E-79E0-D
Genre: Journal Article

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li-et-al-2024.pdf (Publisher version), 2MB
 
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https://doi.org/10.1021/acs.orglett.3c04209 (Publisher version)
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 Creators:
Li, Jianan1, Author
Sun, Xiaohan1, Author
Dmitrieva, Evgenia1, Author
Israel, Noel1, Author
Wu, Fupeng2, Author           
Yang, Lin1, Author
Liu, Renxiang1, Author
Feng, Xinliang2, Author                 
Plietker, Bernd1, Author
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1external, ou_persistent22              
2Department of Synthetic Materials and Functional Devices (SMFD), Max Planck Institute of Microstructure Physics, Max Planck Society, ou_3316580              

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 Abstract: We present a straightforward one-step process to access a range of novel p-diindolepyrazines via an unprecedented [n-Bu4N][Fe(CO)3(NO)] (TBA[Fe])-catalyzed intermolecular nitrogenative dimerization of various indole derivatives. Remarkably, tosylazide functions as a N1-synthon forming the central pyrazine unit that joins the two indole subunits. The catalytic transformation shows a good substrate scope, and the obtained products show interesting electronic properties.

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 Dates: 2024-01-312024-02-09
 Publication Status: Issued
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 Identifiers: ISI: 001158970900001
DOI: 10.1021/acs.orglett.3c04209
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Title: Organic Letters
  Abbreviation : Org. Lett.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 26 (5) Sequence Number: - Start / End Page: 1046 - 1050 Identifier: ISSN: 1523-7060
CoNE: https://pure.mpg.de/cone/journals/resource/954925626338