Three-component synthesis of N-Boc-4-iodopyrroles and sequential one-pot alkynylation.
Publication type: Journal Article
Publication date: 2009-05-08
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
19432414
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
(Hetero)aryl-, alkenyl-, and selected alkyl-substituted acid chlorides can be efficiently coupled with N-Boc-protected propargylamine to produce ynones which are converted in a one-pot fashion to 2-substituted N-Boc-4-iodopyrroles. Upon addition of a further alkyne, another Sonogashira coupling can be carried out in a one-pot fashion. This sequentially Pd/Cu-catalyzed process represents a very mild and efficient entry to 2,4-disubstituted N-Boc-pyrroles.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
6
7
8
|
|
|
Journal of Organic Chemistry
8 publications, 8.51%
|
|
|
Tetrahedron Letters
7 publications, 7.45%
|
|
|
Organic and Biomolecular Chemistry
7 publications, 7.45%
|
|
|
Advanced Synthesis and Catalysis
6 publications, 6.38%
|
|
|
RSC Advances
5 publications, 5.32%
|
|
|
European Journal of Organic Chemistry
4 publications, 4.26%
|
|
|
Organic Letters
4 publications, 4.26%
|
|
|
Chemical Reviews
3 publications, 3.19%
|
|
|
Beilstein Journal of Organic Chemistry
2 publications, 2.13%
|
|
|
Tetrahedron
2 publications, 2.13%
|
|
|
Chinese Journal of Chemistry
2 publications, 2.13%
|
|
|
Angewandte Chemie
2 publications, 2.13%
|
|
|
Angewandte Chemie - International Edition
2 publications, 2.13%
|
|
|
Journal of the American Chemical Society
2 publications, 2.13%
|
|
|
Chemical Society Reviews
2 publications, 2.13%
|
|
|
Organic Chemistry Frontiers
2 publications, 2.13%
|
|
|
New Journal of Chemistry
2 publications, 2.13%
|
|
|
Synthetic Communications
2 publications, 2.13%
|
|
|
Current Organic Chemistry
1 publication, 1.06%
|
|
|
Acta Crystallographica Section E: Crystallographic Communications
1 publication, 1.06%
|
|
|
Applied Sciences (Switzerland)
1 publication, 1.06%
|
|
|
Catalysts
1 publication, 1.06%
|
|
|
Journal of the Iranian Chemical Society
1 publication, 1.06%
|
|
|
Transition Metal Chemistry
1 publication, 1.06%
|
|
|
Bioorganic and Medicinal Chemistry Letters
1 publication, 1.06%
|
|
|
ChemistrySelect
1 publication, 1.06%
|
|
|
ChemCatChem
1 publication, 1.06%
|
|
|
ChemInform
1 publication, 1.06%
|
|
|
Journal of Heterocyclic Chemistry
1 publication, 1.06%
|
|
|
1
2
3
4
5
6
7
8
|
Publishers
|
5
10
15
20
25
|
|
|
Wiley
25 publications, 26.6%
|
|
|
Royal Society of Chemistry (RSC)
19 publications, 20.21%
|
|
|
American Chemical Society (ACS)
18 publications, 19.15%
|
|
|
Elsevier
15 publications, 15.96%
|
|
|
Springer Nature
4 publications, 4.26%
|
|
|
Taylor & Francis
3 publications, 3.19%
|
|
|
Beilstein-Institut
2 publications, 2.13%
|
|
|
MDPI
2 publications, 2.13%
|
|
|
Bentham Science Publishers Ltd.
1 publication, 1.06%
|
|
|
International Union of Crystallography (IUCr)
1 publication, 1.06%
|
|
|
The Japan Institute of Heterocyclic Chemistry
1 publication, 1.06%
|
|
|
Walter de Gruyter
1 publication, 1.06%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 publication, 1.06%
|
|
|
Georg Thieme Verlag KG
1 publication, 1.06%
|
|
|
5
10
15
20
25
|
- 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
94
Total citations:
94
Citations from 2025:
1
(1.06%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Merkul E. et al. Three-component synthesis of N-Boc-4-iodopyrroles and sequential one-pot alkynylation. // Organic Letters. 2009. Vol. 11. No. 11. pp. 2269-2272.
GOST all authors (up to 50)
Copy
Merkul E., Boersch C., Frank W., Müller T. Three-component synthesis of N-Boc-4-iodopyrroles and sequential one-pot alkynylation. // Organic Letters. 2009. Vol. 11. No. 11. pp. 2269-2272.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol900581a
UR - https://doi.org/10.1021/ol900581a
TI - Three-component synthesis of N-Boc-4-iodopyrroles and sequential one-pot alkynylation.
T2 - Organic Letters
AU - Merkul, Eugen
AU - Boersch, Christina
AU - Frank, Walter
AU - Müller, TJ
PY - 2009
DA - 2009/05/08
PB - American Chemical Society (ACS)
SP - 2269-2272
IS - 11
VL - 11
PMID - 19432414
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2009_Merkul,
author = {Eugen Merkul and Christina Boersch and Walter Frank and TJ Müller},
title = {Three-component synthesis of N-Boc-4-iodopyrroles and sequential one-pot alkynylation.},
journal = {Organic Letters},
year = {2009},
volume = {11},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/ol900581a},
number = {11},
pages = {2269--2272},
doi = {10.1021/ol900581a}
}
Cite this
MLA
Copy
Merkul, Eugen, et al. “Three-component synthesis of N-Boc-4-iodopyrroles and sequential one-pot alkynylation..” Organic Letters, vol. 11, no. 11, May. 2009, pp. 2269-2272. https://doi.org/10.1021/ol900581a.