Wiley
Chemistry - A European Journal
,  volume 30 ,  issue 3

Divergent and Nucleophile‐Assisted Rearrangement in the Construction of Pyrrolo[2,1‐b][3]benzazepine and Pyrido[2,1‐a]isoquinoline Scaffolds

Publication type: Journal Article
Publication date: 2023-11-20
Wiley
scimago Q1
wos Q2
SJR: 0.981
CiteScore: 6.7
Impact factor: 3.7
ISSN: 09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract

Under microwave (MW) irradiation at 150 °C in toluene and in the presence of nucleophiles (DMAP, triphenylphosphine and tetrahydrothiophene) 1‐substituted 1‐ethynyl‐2‐vinyldi‐ and tetrahydroisoquinolines undergo [3,3]‐sigmatropic rearrangement providing pyrrolo[2,1‐b][3]benzazepines in good yields. The replacement of toluene with acetonitrile directs the rearrangement towards the formation of 7,11b‐dihydro‐6H‐pyrido[2,1‐a]isoquinolines.

Found 
Found 
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Obydennik A. Y. et al. Divergent and Nucleophile‐Assisted Rearrangement in the Construction of Pyrrolo[2,1‐b][3]benzazepine and Pyrido[2,1‐a]isoquinoline Scaffolds // Chemistry - A European Journal. 2023. Vol. 30. No. 3.
GOST all authors (up to 50) Copy
Obydennik A. Y., Titov A. A., Sbei N., Borisova T., Sokolova I. L., Rybakov V. B., Sharma N., Voskressensky L. G., Varlamov A. V. Divergent and Nucleophile‐Assisted Rearrangement in the Construction of Pyrrolo[2,1‐b][3]benzazepine and Pyrido[2,1‐a]isoquinoline Scaffolds // Chemistry - A European Journal. 2023. Vol. 30. No. 3.
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RIS Copy
TY - JOUR
DO - 10.1002/chem.202302919
UR - https://doi.org/10.1002/chem.202302919
TI - Divergent and Nucleophile‐Assisted Rearrangement in the Construction of Pyrrolo[2,1‐b][3]benzazepine and Pyrido[2,1‐a]isoquinoline Scaffolds
T2 - Chemistry - A European Journal
AU - Obydennik, Arina Y.
AU - Titov, Alexander A
AU - Sbei, Najoua
AU - Borisova, T.
AU - Sokolova, Irina L.
AU - Rybakov, Victor B.
AU - Sharma, Nandini
AU - Voskressensky, Leonid G.
AU - Varlamov, Alexey V.
PY - 2023
DA - 2023/11/20
PB - Wiley
IS - 3
VL - 30
PMID - 37864779
SN - 0947-6539
SN - 1521-3765
ER -
BibTex
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Obydennik,
author = {Arina Y. Obydennik and Alexander A Titov and Najoua Sbei and T. Borisova and Irina L. Sokolova and Victor B. Rybakov and Nandini Sharma and Leonid G. Voskressensky and Alexey V. Varlamov},
title = {Divergent and Nucleophile‐Assisted Rearrangement in the Construction of Pyrrolo[2,1‐b][3]benzazepine and Pyrido[2,1‐a]isoquinoline Scaffolds},
journal = {Chemistry - A European Journal},
year = {2023},
volume = {30},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/chem.202302919},
number = {3},
doi = {10.1002/chem.202302919}
}