Organic Letters, volume 16, issue 11, pages 2934-2937

Facile synthesis of 3-aryloxindoles via brønsted acid catalyzed Friedel-Crafts alkylation of electron-rich arenes with 3-diazooxindoles.

Publication typeJournal Article
Publication date2014-05-15
Journal: Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor5.2
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A simple metal-free method for the synthesis of 3-aryloxindoles via Brønsted acid catalyzed aromatic C-H functionalization of electron-rich arenes with 3-diazooxindoles is developed. In the presence of a catalytic amount of TfOH, a series of 3-aryloxindoles are synthesized as single regioisomers in good to excellent yields. This transformation is proposed to proceed through acid-catalyzed protonation of 3-diazooxindoles into diazonium ions followed by Friedel-Crafts-type alkylation of arenes.

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GOST Copy
Zhai C. et al. Facile synthesis of 3-aryloxindoles via brønsted acid catalyzed Friedel-Crafts alkylation of electron-rich arenes with 3-diazooxindoles. // Organic Letters. 2014. Vol. 16. No. 11. pp. 2934-2937.
GOST all authors (up to 50) Copy
Zhai C., Xing D., Jing C., Zhou J., Chengjin W., Wang D., Hu W. Facile synthesis of 3-aryloxindoles via brønsted acid catalyzed Friedel-Crafts alkylation of electron-rich arenes with 3-diazooxindoles. // Organic Letters. 2014. Vol. 16. No. 11. pp. 2934-2937.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/ol5010752
UR - https://doi.org/10.1021%2Fol5010752
TI - Facile synthesis of 3-aryloxindoles via brønsted acid catalyzed Friedel-Crafts alkylation of electron-rich arenes with 3-diazooxindoles.
T2 - Organic Letters
AU - Zhai, Changwei
AU - Jing, Changcheng
AU - Chengjin, Wang
AU - Wang, Dongwei
AU - Xing, Dong
AU - Zhou, Jun
AU - Hu, Wenhao
PY - 2014
DA - 2014/05/15 00:00:00
PB - American Chemical Society (ACS)
SP - 2934-2937
IS - 11
VL - 16
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex Copy
@article{2014_Zhai
author = {Changwei Zhai and Changcheng Jing and Wang Chengjin and Dongwei Wang and Dong Xing and Jun Zhou and Wenhao Hu},
title = {Facile synthesis of 3-aryloxindoles via brønsted acid catalyzed Friedel-Crafts alkylation of electron-rich arenes with 3-diazooxindoles.},
journal = {Organic Letters},
year = {2014},
volume = {16},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021%2Fol5010752},
number = {11},
pages = {2934--2937},
doi = {10.1021/ol5010752}
}
MLA
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MLA Copy
Zhai, Changwei, et al. “Facile synthesis of 3-aryloxindoles via brønsted acid catalyzed Friedel-Crafts alkylation of electron-rich arenes with 3-diazooxindoles..” Organic Letters, vol. 16, no. 11, May. 2014, pp. 2934-2937. https://doi.org/10.1021%2Fol5010752.
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