Organic Letters, volume 20, issue 19, pages 6229-6233
Nickel-Catalyzed Synthesis of Benzo[b]naphtho[1,2-d]azepine via Intramolecular Radical Tandem Cyclization of Alkyl Bromide-Tethered Alkylidenecyclopropanes
Publication type: Journal Article
Publication date: 2018-09-25
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A Ni(II)-catalyzed tandem cyclopropane ring opening and radical alkylation of the aromatic ring using unactivated alkyl bromide-tethered alkylidenecyclopropanes (ACPs) have been described in this paper. This ring-forming process exhibits a broad substrate scope with a variety of primary alkyl bromides and aromatic rings, affording diversified benzo[ b]naphtho[1,2- d]azepine derivatives in moderate-to-excellent yields under mild conditions. Plausible reaction mechanisms have been proposed on the basis of several control experiments, including the deuterium labeling examinations. Further derivatization of the obtained polycyclic product has also been performed.
Top-30
Citations by journals
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Citations by publishers
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Wiley
8 publications, 40%
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Royal Society of Chemistry (RSC)
4 publications, 20%
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American Chemical Society (ACS)
3 publications, 15%
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Bentham Science
1 publication, 5%
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Elsevier
1 publication, 5%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 5%
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- We do not take into account publications without a DOI.
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- Statistics recalculated weekly.
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Jiang B. et al. Nickel-Catalyzed Synthesis of Benzo[b]naphtho[1,2-d]azepine via Intramolecular Radical Tandem Cyclization of Alkyl Bromide-Tethered Alkylidenecyclopropanes // Organic Letters. 2018. Vol. 20. No. 19. pp. 6229-6233.
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Jiang B., Liu J., Wei Yin 尹., Shi M. Nickel-Catalyzed Synthesis of Benzo[b]naphtho[1,2-d]azepine via Intramolecular Radical Tandem Cyclization of Alkyl Bromide-Tethered Alkylidenecyclopropanes // Organic Letters. 2018. Vol. 20. No. 19. pp. 6229-6233.
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TY - JOUR
DO - 10.1021/acs.orglett.8b02699
UR - https://doi.org/10.1021/acs.orglett.8b02699
TI - Nickel-Catalyzed Synthesis of Benzo[b]naphtho[1,2-d]azepine via Intramolecular Radical Tandem Cyclization of Alkyl Bromide-Tethered Alkylidenecyclopropanes
T2 - Organic Letters
AU - Liu, Jia-Xin
AU - Shi, Min
AU - Jiang, Bo
AU - Wei Yin, 尹维
PY - 2018
DA - 2018/09/25 00:00:00
PB - American Chemical Society (ACS)
SP - 6229-6233
IS - 19
VL - 20
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2018_Jiang,
author = {Jia-Xin Liu and Min Shi and Bo Jiang and 尹维 Wei Yin},
title = {Nickel-Catalyzed Synthesis of Benzo[b]naphtho[1,2-d]azepine via Intramolecular Radical Tandem Cyclization of Alkyl Bromide-Tethered Alkylidenecyclopropanes},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.orglett.8b02699},
number = {19},
pages = {6229--6233},
doi = {10.1021/acs.orglett.8b02699}
}
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Jiang, Bo, et al. “Nickel-Catalyzed Synthesis of Benzo[b]naphtho[1,2-d]azepine via Intramolecular Radical Tandem Cyclization of Alkyl Bromide-Tethered Alkylidenecyclopropanes.” Organic Letters, vol. 20, no. 19, Sep. 2018, pp. 6229-6233. https://doi.org/10.1021/acs.orglett.8b02699.