A Route to (Het)arene-Annulated Pyrrolo[1,2- d][1,4]diazepines via the Expanded Intramolecular Paal-Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone
Elena Y Zelina
1
,
Tatyana A Nevolina
1
,
Dmitry Skvortsov
2, 3
,
Dmitry A. Skvortsov
2, 3
,
Igor V Trushkov
4, 5
,
Publication type: Journal Article
Publication date: 2019-09-19
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
31536353
Organic Chemistry
Abstract
A straightforward protocol toward pharmacologically relevant (het)areno[x,y-b]pyrrolo[1,2-d][1,4]diazepines in good-to-high yields has been described. The designed approach consists of an acid-promoted furan ring opening in easily accessible N-(2-furylethyl)-2-nitroanilines or their heterocyclic analogues followed by the reductive cyclization of the corresponding nitro-1,4-diketones.
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19
Total citations:
19
Citations from 2024:
8
(42.11%)
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Zelina E. Y. et al. A Route to (Het)arene-Annulated Pyrrolo[1,2- d][1,4]diazepines via the Expanded Intramolecular Paal-Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone // Journal of Organic Chemistry. 2019. Vol. 84. No. 21. pp. 13707-13720.
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Zelina E. Y., Nevolina T. A., Skvortsov D., Skvortsov D. A., Trushkov I. V., Uchuskin M. G. A Route to (Het)arene-Annulated Pyrrolo[1,2- d][1,4]diazepines via the Expanded Intramolecular Paal-Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone // Journal of Organic Chemistry. 2019. Vol. 84. No. 21. pp. 13707-13720.
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TY - JOUR
DO - 10.1021/acs.joc.9b01925
UR - https://pubs.acs.org/doi/10.1021/acs.joc.9b01925
TI - A Route to (Het)arene-Annulated Pyrrolo[1,2- d][1,4]diazepines via the Expanded Intramolecular Paal-Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone
T2 - Journal of Organic Chemistry
AU - Zelina, Elena Y
AU - Nevolina, Tatyana A
AU - Skvortsov, Dmitry
AU - Skvortsov, Dmitry A.
AU - Trushkov, Igor V
AU - Uchuskin, Maxim G
PY - 2019
DA - 2019/09/19
PB - American Chemical Society (ACS)
SP - 13707-13720
IS - 21
VL - 84
PMID - 31536353
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Zelina,
author = {Elena Y Zelina and Tatyana A Nevolina and Dmitry Skvortsov and Dmitry A. Skvortsov and Igor V Trushkov and Maxim G Uchuskin},
title = {A Route to (Het)arene-Annulated Pyrrolo[1,2- d][1,4]diazepines via the Expanded Intramolecular Paal-Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.9b01925},
number = {21},
pages = {13707--13720},
doi = {10.1021/acs.joc.9b01925}
}
Cite this
MLA
Copy
Zelina, Elena Y., et al. “A Route to (Het)arene-Annulated Pyrrolo[1,2- d][1,4]diazepines via the Expanded Intramolecular Paal-Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone.” Journal of Organic Chemistry, vol. 84, no. 21, Sep. 2019, pp. 13707-13720. https://pubs.acs.org/doi/10.1021/acs.joc.9b01925.