InCl3/TfOH-Mediated Convenient Synthesis of 3-Alkylideneoxindoles from 2-Oxindoles with 1,3-Diones, Ketones, or Aldehydes
Publication type: Journal Article
Publication date: 2024-03-27
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
38536713
Organic Chemistry
Abstract
Two efficient and convenient methods for the synthesis of 3-alkylideneoxindoles are described in this paper. The InCl3/TfOH-mediated tandem Knoevenagel condensation–deacylation sequence of various 2-oxindoles with 1,3-diones or acetoacetate furnished 3-alkylideneoxindoles in satisfactory to excellent yields (up to >99% yield). Employing the reaction system, the condensation of 2-oxindoles with ketones or aldehydes also proceeded smoothly to produce 3-alkylideneoxindoles. This protocol can be amenable to scale up. The effect of acids on this condensation reaction and intermolecular competition experiments were investigated to understand the aspect of the reaction.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
|
|
|
Journal of Organic Chemistry
2 publications, 40%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 20%
|
|
|
Chemistry and Biodiversity
1 publication, 20%
|
|
|
Russian Chemical Reviews
1 publication, 20%
|
|
|
1
2
|
Publishers
|
1
2
|
|
|
Wiley
2 publications, 40%
|
|
|
American Chemical Society (ACS)
2 publications, 40%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 20%
|
|
|
1
2
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
5
Total citations:
5
Citations from 2024:
5
(100%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Chen X. et al. InCl3/TfOH-Mediated Convenient Synthesis of 3-Alkylideneoxindoles from 2-Oxindoles with 1,3-Diones, Ketones, or Aldehydes // Journal of Organic Chemistry. 2024. Vol. 89. No. 7. pp. 4979-4989.
GOST all authors (up to 50)
Copy
Chen X., Zhou X. Yu., Hai-long L., Liu H., Ding C., Li J., Li J. InCl3/TfOH-Mediated Convenient Synthesis of 3-Alkylideneoxindoles from 2-Oxindoles with 1,3-Diones, Ketones, or Aldehydes // Journal of Organic Chemistry. 2024. Vol. 89. No. 7. pp. 4979-4989.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.joc.4c00202
UR - https://pubs.acs.org/doi/10.1021/acs.joc.4c00202
TI - InCl3/TfOH-Mediated Convenient Synthesis of 3-Alkylideneoxindoles from 2-Oxindoles with 1,3-Diones, Ketones, or Aldehydes
T2 - Journal of Organic Chemistry
AU - Chen, Xia
AU - Zhou, Xiao Yu
AU - Hai-long, Liu
AU - Liu, Hailong
AU - Ding, Chao
AU - Li, Jin-hui
AU - Li, Jinhui
PY - 2024
DA - 2024/03/27
PB - American Chemical Society (ACS)
SP - 4979-4989
IS - 7
VL - 89
PMID - 38536713
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2024_Chen,
author = {Xia Chen and Xiao Yu Zhou and Liu Hai-long and Hailong Liu and Chao Ding and Jin-hui Li and Jinhui Li},
title = {InCl3/TfOH-Mediated Convenient Synthesis of 3-Alkylideneoxindoles from 2-Oxindoles with 1,3-Diones, Ketones, or Aldehydes},
journal = {Journal of Organic Chemistry},
year = {2024},
volume = {89},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.4c00202},
number = {7},
pages = {4979--4989},
doi = {10.1021/acs.joc.4c00202}
}
Cite this
MLA
Copy
Chen, Xia, et al. “InCl3/TfOH-Mediated Convenient Synthesis of 3-Alkylideneoxindoles from 2-Oxindoles with 1,3-Diones, Ketones, or Aldehydes.” Journal of Organic Chemistry, vol. 89, no. 7, Mar. 2024, pp. 4979-4989. https://pubs.acs.org/doi/10.1021/acs.joc.4c00202.