Facile Synthesis of Trisubstituted Carbazoles by Acid‐Catalyzed Ring‐Opening Annulation of 2‐Amidodihydrofurans with Indoles
Publication type: Journal Article
Publication date: 2015-10-02
scimago Q1
wos Q2
SJR: 0.981
CiteScore: 6.7
Impact factor: 3.7
ISSN: 09476539, 15213765
PubMed ID:
26428275
General Chemistry
Catalysis
Organic Chemistry
Abstract
A mild and convenient synthesis of carbazoles by TfOTMS (trimethylsilyl trifluoromethanesulfonate)-catalyzed ring-opening annulation of 2-amidodihydrofurans is presented with a high degree of chemoselectivity and regioselectivity. This procedure was also scaled up to a gram-scale synthesis. The reaction could involve an iminonium intermediate through a series of C-O, C-N bond cleavages, C-C bond formations, and a 1,2-migration process.
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Metrics
37
Total citations:
37
Citations from 2024:
6
(16.21%)
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MLA
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GOST
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Zhao J. et al. Facile Synthesis of Trisubstituted Carbazoles by Acid‐Catalyzed Ring‐Opening Annulation of 2‐Amidodihydrofurans with Indoles // Chemistry - A European Journal. 2015. Vol. 21. No. 46. pp. 16383-16386.
GOST all authors (up to 50)
Copy
Zhao J., Li P., Xia C., Li F. Facile Synthesis of Trisubstituted Carbazoles by Acid‐Catalyzed Ring‐Opening Annulation of 2‐Amidodihydrofurans with Indoles // Chemistry - A European Journal. 2015. Vol. 21. No. 46. pp. 16383-16386.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/chem.201503260
UR - https://doi.org/10.1002/chem.201503260
TI - Facile Synthesis of Trisubstituted Carbazoles by Acid‐Catalyzed Ring‐Opening Annulation of 2‐Amidodihydrofurans with Indoles
T2 - Chemistry - A European Journal
AU - Zhao, Jingjing
AU - Li, Pan
AU - Xia, Chungu
AU - Li, Fuwei
PY - 2015
DA - 2015/10/02
PB - Wiley
SP - 16383-16386
IS - 46
VL - 21
PMID - 26428275
SN - 0947-6539
SN - 1521-3765
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2015_Zhao,
author = {Jingjing Zhao and Pan Li and Chungu Xia and Fuwei Li},
title = {Facile Synthesis of Trisubstituted Carbazoles by Acid‐Catalyzed Ring‐Opening Annulation of 2‐Amidodihydrofurans with Indoles},
journal = {Chemistry - A European Journal},
year = {2015},
volume = {21},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/chem.201503260},
number = {46},
pages = {16383--16386},
doi = {10.1002/chem.201503260}
}
Cite this
MLA
Copy
Zhao, Jingjing, et al. “Facile Synthesis of Trisubstituted Carbazoles by Acid‐Catalyzed Ring‐Opening Annulation of 2‐Amidodihydrofurans with Indoles.” Chemistry - A European Journal, vol. 21, no. 46, Oct. 2015, pp. 16383-16386. https://doi.org/10.1002/chem.201503260.