Open Access
Open access
volume 26 issue 23 pages 7365

An Efficient Approach to 2-CF3-Indoles Based on ortho-Nitrobenzaldehydes

Publication typeJournal Article
Publication date2021-12-04
scimago Q1
wos Q2
SJR0.865
CiteScore8.6
Impact factor4.6
ISSN14203049
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract

The catalytic olefination reaction of 2-nitrobenzaldehydes with CF3CCl3 afforded stereoselectively trifluoromethylated ortho-nitrostyrenes in up to 88% yield. The reaction of these alkenes with pyrrolidine permits preparation of α-CF3-β-(2-nitroaryl) enamines. Subsequent one pot reduction of nitro-group by Fe-AcOH-H2O system initiated intramolecular cyclization to afford 2-CF3-indoles. Target products can be prepared in up to 85% yields. Broad synthetic scope of the reaction was shown as well as some followed up transformations of 2- CF3-indole.

Found 
Found 

Top-30

Journals

1
Molecules
1 publication, 14.29%
ACS Omega
1 publication, 14.29%
Advanced Synthesis and Catalysis
1 publication, 14.29%
Russian Chemical Reviews
1 publication, 14.29%
Journal of Organic Chemistry
1 publication, 14.29%
Russian Journal of Organic Chemistry
1 publication, 14.29%
Журнал органической химии
1 publication, 14.29%
1

Publishers

1
2
American Chemical Society (ACS)
2 publications, 28.57%
MDPI
1 publication, 14.29%
Wiley
1 publication, 14.29%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 14.29%
Pleiades Publishing
1 publication, 14.29%
The Russian Academy of Sciences
1 publication, 14.29%
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
7
Share
Cite this
GOST |
Cite this
GOST Copy
Muzalevskiy V. M. et al. An Efficient Approach to 2-CF3-Indoles Based on ortho-Nitrobenzaldehydes // Molecules. 2021. Vol. 26. No. 23. p. 7365.
GOST all authors (up to 50) Copy
Muzalevskiy V. M., Sizova Z. A., Abaev V. T., Nenajdenko V. G. An Efficient Approach to 2-CF3-Indoles Based on ortho-Nitrobenzaldehydes // Molecules. 2021. Vol. 26. No. 23. p. 7365.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.3390/molecules26237365
UR - https://doi.org/10.3390/molecules26237365
TI - An Efficient Approach to 2-CF3-Indoles Based on ortho-Nitrobenzaldehydes
T2 - Molecules
AU - Muzalevskiy, Vasiliy M
AU - Sizova, Zoia A
AU - Abaev, Vladimir T
AU - Nenajdenko, Valentine G.
PY - 2021
DA - 2021/12/04
PB - MDPI
SP - 7365
IS - 23
VL - 26
PMID - 34885948
SN - 1420-3049
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Muzalevskiy,
author = {Vasiliy M Muzalevskiy and Zoia A Sizova and Vladimir T Abaev and Valentine G. Nenajdenko},
title = {An Efficient Approach to 2-CF3-Indoles Based on ortho-Nitrobenzaldehydes},
journal = {Molecules},
year = {2021},
volume = {26},
publisher = {MDPI},
month = {dec},
url = {https://doi.org/10.3390/molecules26237365},
number = {23},
pages = {7365},
doi = {10.3390/molecules26237365}
}
MLA
Cite this
MLA Copy
Muzalevskiy, Vasiliy M., et al. “An Efficient Approach to 2-CF3-Indoles Based on ortho-Nitrobenzaldehydes.” Molecules, vol. 26, no. 23, Dec. 2021, p. 7365. https://doi.org/10.3390/molecules26237365.