Base-Catalyzed [3 + 2] Cycloaddition of N-Benzyl Ketimines to Arylacetylenes Followed by Oxidation: A One-Pot Access to Polyarylated 2H-Pyrroles via Intermediate Pyrrolines
Publication type: Journal Article
Publication date: 2021-05-21
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
34018747
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
N-Benzyl ketimines undergo [3 + 2] cycloaddition with arylacetylenes in the KOBut/DMSO solution to 2,3,5-triarylpyrrolines, which are oxidized (chloranil, DDQ) in situ to 2,3,5-triaryl-2H-pyrroles in 53-71% yields. The intermediate 1-pyrrolines can be isolated in 31-91% yields and separately oxidized to the corresponding 2H-pyrroles.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
6
|
|
|
Journal of Organic Chemistry
6 publications, 23.08%
|
|
|
Organic Letters
4 publications, 15.38%
|
|
|
ChemistrySelect
3 publications, 11.54%
|
|
|
Organic and Biomolecular Chemistry
2 publications, 7.69%
|
|
|
Russian Journal of Organic Chemistry
2 publications, 7.69%
|
|
|
Журнал органической химии
2 publications, 7.69%
|
|
|
Organic Chemistry Frontiers
1 publication, 3.85%
|
|
|
Tetrahedron
1 publication, 3.85%
|
|
|
Mendeleev Communications
1 publication, 3.85%
|
|
|
Advanced Synthesis and Catalysis
1 publication, 3.85%
|
|
|
Russian Chemical Reviews
1 publication, 3.85%
|
|
|
Chinese Journal of Chemistry
1 publication, 3.85%
|
|
|
European Journal of Organic Chemistry
1 publication, 3.85%
|
|
|
1
2
3
4
5
6
|
Publishers
|
2
4
6
8
10
|
|
|
American Chemical Society (ACS)
10 publications, 38.46%
|
|
|
Wiley
6 publications, 23.08%
|
|
|
Royal Society of Chemistry (RSC)
3 publications, 11.54%
|
|
|
Pleiades Publishing
2 publications, 7.69%
|
|
|
Akademizdatcenter Nauka
2 publications, 7.69%
|
|
|
Elsevier
1 publication, 3.85%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 publication, 3.85%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 3.85%
|
|
|
2
4
6
8
10
|
- 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
26
Total citations:
26
Citations from 2024:
12
(46.15%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Bidusenko I. A. et al. Base-Catalyzed [3 + 2] Cycloaddition of N-Benzyl Ketimines to Arylacetylenes Followed by Oxidation: A One-Pot Access to Polyarylated 2H-Pyrroles via Intermediate Pyrrolines // Organic Letters. 2021. Vol. 23. No. 11. pp. 4121-4126.
GOST all authors (up to 50)
Copy
Bidusenko I. A., Schmidt E. Yu., Ushakov I., Vashchenko A. V., Trofimov B. A. Base-Catalyzed [3 + 2] Cycloaddition of N-Benzyl Ketimines to Arylacetylenes Followed by Oxidation: A One-Pot Access to Polyarylated 2H-Pyrroles via Intermediate Pyrrolines // Organic Letters. 2021. Vol. 23. No. 11. pp. 4121-4126.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.1c01009
UR - https://doi.org/10.1021/acs.orglett.1c01009
TI - Base-Catalyzed [3 + 2] Cycloaddition of N-Benzyl Ketimines to Arylacetylenes Followed by Oxidation: A One-Pot Access to Polyarylated 2H-Pyrroles via Intermediate Pyrrolines
T2 - Organic Letters
AU - Bidusenko, Ivan A
AU - Schmidt, Elena Yu
AU - Ushakov, Igor
AU - Vashchenko, Alexander V.
AU - Trofimov, B. A.
PY - 2021
DA - 2021/05/21
PB - American Chemical Society (ACS)
SP - 4121-4126
IS - 11
VL - 23
PMID - 34018747
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Bidusenko,
author = {Ivan A Bidusenko and Elena Yu Schmidt and Igor Ushakov and Alexander V. Vashchenko and B. A. Trofimov},
title = {Base-Catalyzed [3 + 2] Cycloaddition of N-Benzyl Ketimines to Arylacetylenes Followed by Oxidation: A One-Pot Access to Polyarylated 2H-Pyrroles via Intermediate Pyrrolines},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.orglett.1c01009},
number = {11},
pages = {4121--4126},
doi = {10.1021/acs.orglett.1c01009}
}
Cite this
MLA
Copy
Bidusenko, Ivan A., et al. “Base-Catalyzed [3 + 2] Cycloaddition of N-Benzyl Ketimines to Arylacetylenes Followed by Oxidation: A One-Pot Access to Polyarylated 2H-Pyrroles via Intermediate Pyrrolines.” Organic Letters, vol. 23, no. 11, May. 2021, pp. 4121-4126. https://doi.org/10.1021/acs.orglett.1c01009.