volume 26 issue 45 pages 9648-9653

Five-Component [2 + 2 + 1 + 1] Tandem Benzannulation Leading to Multifunctionalized Aromatic Amines

Hexiang Wang 1
Shuting Li 1
Xiaoying Wu 1
Tiantian Chen 1
Wenjie Liu 1
Xiang Liu 1
Hua Cao 1
Publication typeJournal Article
Publication date2024-11-01
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Abstract
An unprecedented five-component [2 + 2 + 1 + 1] benzannulation strategy for regioselective assembly of densely functionalized aromatic amines from two ynals, two malononitriles, and sodium sulfinates is established. The benzannulation protocol enables the efficient installation of five substituents on a benzene ring via the formation of multiple chemical bonds in a single operation, providing various multifunctionalized aromatic primary amines in moderate to good yields. Additionally, three-component [3 + 2 + 1] cycloaddition of malononitriles, ynals, and NH4SCN was also achieved to produce 2-amnopyridine derivatives with NH4SCN serving as an ammonia surrogate.
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Wang H. et al. Five-Component [2 + 2 + 1 + 1] Tandem Benzannulation Leading to Multifunctionalized Aromatic Amines // Organic Letters. 2024. Vol. 26. No. 45. pp. 9648-9653.
GOST all authors (up to 50) Copy
Wang H., Li S., Wu X., Chen T., Liu W., Liu X., Cao H. Five-Component [2 + 2 + 1 + 1] Tandem Benzannulation Leading to Multifunctionalized Aromatic Amines // Organic Letters. 2024. Vol. 26. No. 45. pp. 9648-9653.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.4c03299
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.4c03299
TI - Five-Component [2 + 2 + 1 + 1] Tandem Benzannulation Leading to Multifunctionalized Aromatic Amines
T2 - Organic Letters
AU - Wang, Hexiang
AU - Li, Shuting
AU - Wu, Xiaoying
AU - Chen, Tiantian
AU - Liu, Wenjie
AU - Liu, Xiang
AU - Cao, Hua
PY - 2024
DA - 2024/11/01
PB - American Chemical Society (ACS)
SP - 9648-9653
IS - 45
VL - 26
PMID - 39485862
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2024_Wang,
author = {Hexiang Wang and Shuting Li and Xiaoying Wu and Tiantian Chen and Wenjie Liu and Xiang Liu and Hua Cao},
title = {Five-Component [2 + 2 + 1 + 1] Tandem Benzannulation Leading to Multifunctionalized Aromatic Amines},
journal = {Organic Letters},
year = {2024},
volume = {26},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.4c03299},
number = {45},
pages = {9648--9653},
doi = {10.1021/acs.orglett.4c03299}
}
MLA
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MLA Copy
Wang, Hexiang, et al. “Five-Component [2 + 2 + 1 + 1] Tandem Benzannulation Leading to Multifunctionalized Aromatic Amines.” Organic Letters, vol. 26, no. 45, Nov. 2024, pp. 9648-9653. https://pubs.acs.org/doi/10.1021/acs.orglett.4c03299.