volume 24 issue 32 pages 5994-5999

Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C–N Triple Bond Cleavage and Three-Component Cyclization

Publication typeJournal Article
Publication date2022-08-04
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A copper(I)-catalyzed tandem reaction of 2-bromoaryl ketones, terminal alkynes, and CH3CN is developed, which combines N atom transfer and three-component [3 + 2 + 1] cyclization, and efficiently produces densely functionalized isoquinolines in a facile, highly selective, and general manner. In the reaction, the formation of aromatic C-N bonds along with the complete C-N triple bond cleavage is first realized; Cu(III)-acetylide species might serve as the intermediates, which allow highly selective 6-endo-dig cyclization.
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GOST |
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GOST Copy
Su L. et al. Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C–N Triple Bond Cleavage and Three-Component Cyclization // Organic Letters. 2022. Vol. 24. No. 32. pp. 5994-5999.
GOST all authors (up to 50) Copy
Su L., Xie S., Dong J., Liu F., Yin S., Zhou Y. Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C–N Triple Bond Cleavage and Three-Component Cyclization // Organic Letters. 2022. Vol. 24. No. 32. pp. 5994-5999.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.2c02257
UR - https://doi.org/10.1021/acs.orglett.2c02257
TI - Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C–N Triple Bond Cleavage and Three-Component Cyclization
T2 - Organic Letters
AU - Su, Lebin
AU - Xie, Shimin
AU - Dong, Jianyu
AU - Liu, Feng
AU - Yin, Shuangfeng
AU - Zhou, Yongbo
PY - 2022
DA - 2022/08/04
PB - American Chemical Society (ACS)
SP - 5994-5999
IS - 32
VL - 24
PMID - 35926096
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2022_Su,
author = {Lebin Su and Shimin Xie and Jianyu Dong and Feng Liu and Shuangfeng Yin and Yongbo Zhou},
title = {Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C–N Triple Bond Cleavage and Three-Component Cyclization},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.orglett.2c02257},
number = {32},
pages = {5994--5999},
doi = {10.1021/acs.orglett.2c02257}
}
MLA
Cite this
MLA Copy
Su, Lebin, et al. “Copper-Catalyzed Nitrogen Atom Transfer to Isoquinolines via C–N Triple Bond Cleavage and Three-Component Cyclization.” Organic Letters, vol. 24, no. 32, Aug. 2022, pp. 5994-5999. https://doi.org/10.1021/acs.orglett.2c02257.