Three-Component Cascade Synthesis of Carbazoles through [1s,6s] Sigmatropic Shift under Metal-Free Conditions
Publication type: Journal Article
Publication date: 2019-02-20
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
30781946
Organic Chemistry
Abstract
A novel method was developed for the synthesis of substituted carbazoles from commercially available starting materials under metal-free conditions. This strategy involves a [1s,6s] sigmatropic shift step and introduces an electron-withdrawing ester substituent at the C2 position of the carbazole ring. The present protocol afforded the desired carbazole derivatives with good regioselectivity and well functional group tolerance. DFT calculations were carried out to support the reaction pathway.
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Total citations:
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Citations from 2024:
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(25%)
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GOST
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Chen S. et al. Three-Component Cascade Synthesis of Carbazoles through [1s,6s] Sigmatropic Shift under Metal-Free Conditions // Journal of Organic Chemistry. 2019. Vol. 84. No. 6. pp. 3121-3131.
GOST all authors (up to 50)
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Chen S., Jiang P., Wang Pu P., Pei Y., Huang H., Xiao F., Deng G. Three-Component Cascade Synthesis of Carbazoles through [1s,6s] Sigmatropic Shift under Metal-Free Conditions // Journal of Organic Chemistry. 2019. Vol. 84. No. 6. pp. 3121-3131.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.joc.8b02994
UR - https://doi.org/10.1021/acs.joc.8b02994
TI - Three-Component Cascade Synthesis of Carbazoles through [1s,6s] Sigmatropic Shift under Metal-Free Conditions
T2 - Journal of Organic Chemistry
AU - Chen, Shanping
AU - Jiang, Pingyu
AU - Wang Pu, Pu
AU - Pei, Yong
AU - Huang, Huawen
AU - Xiao, Fuhong
AU - Deng, Guo-Jun
PY - 2019
DA - 2019/02/20
PB - American Chemical Society (ACS)
SP - 3121-3131
IS - 6
VL - 84
PMID - 30781946
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2019_Chen,
author = {Shanping Chen and Pingyu Jiang and Pu Wang Pu and Yong Pei and Huawen Huang and Fuhong Xiao and Guo-Jun Deng},
title = {Three-Component Cascade Synthesis of Carbazoles through [1s,6s] Sigmatropic Shift under Metal-Free Conditions},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.joc.8b02994},
number = {6},
pages = {3121--3131},
doi = {10.1021/acs.joc.8b02994}
}
Cite this
MLA
Copy
Chen, Shanping, et al. “Three-Component Cascade Synthesis of Carbazoles through [1s,6s] Sigmatropic Shift under Metal-Free Conditions.” Journal of Organic Chemistry, vol. 84, no. 6, Feb. 2019, pp. 3121-3131. https://doi.org/10.1021/acs.joc.8b02994.