Cu(I)-Catalyzed Three-Component Annulation for the Synthesis of 3-Acyl Imidazo[1, 5-a]Pyridines from 2-Pyridinyl-Substituted p-Quinone Methides, Terminal Alkynes, and TsN3 Using O2 as the Oxygen Source
Yan Chen
1
,
Chuanhao Zhang
2
,
Yuan Ting Zhang
2
,
Kunpeng Wang
1
,
Kun Peng Wang
1
,
Mengfan Li
1
,
Hao Tang
1
,
Wen Cheng
1
,
Jun Yin
3
,
Weiyin Yi
1
2
3
Shanghai No.4 Reagent Chemical Co., Ltd., Shanghai 201512, P. R. China
|
Publication type: Journal Article
Publication date: 2024-04-01
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
38557074
Organic Chemistry
Abstract
Currently, most conventional methods to achieve imidazo[1,5-a]pyridines have limitations for the synthesis of 3-acyl imidazo[1,5-a]pyridines. Herein, a novel and efficient Cu(I)-catalyzed three-component annulation method for the synthesis of valuable 3-acyl imidazo[1,5-a]pyridines by the reaction of 2-pyridinyl-substituted p-QMs, terminal alkynes, and TsN3 in the presence of O2 under mild conditions have successfully been developed. The investigation indicated that molecular oxygen (O2) and TsN3, respectively, serving as oxygen and nitrogen sources, were essential for the successful completion of the reaction system.
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Total citations:
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Citations from 2025:
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(60%)
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Chen Y. et al. Cu(I)-Catalyzed Three-Component Annulation for the Synthesis of 3-Acyl Imidazo[1, 5-a]Pyridines from 2-Pyridinyl-Substituted p-Quinone Methides, Terminal Alkynes, and TsN3 Using O2 as the Oxygen Source // Journal of Organic Chemistry. 2024. Vol. 89. No. 8. pp. 5423-5433.
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Chen Y., Zhang C., Zhang Y. T., Wang K., Wang K. P., Li M., Tang H., Cheng W., Yin J., Yi W. Cu(I)-Catalyzed Three-Component Annulation for the Synthesis of 3-Acyl Imidazo[1, 5-a]Pyridines from 2-Pyridinyl-Substituted p-Quinone Methides, Terminal Alkynes, and TsN3 Using O2 as the Oxygen Source // Journal of Organic Chemistry. 2024. Vol. 89. No. 8. pp. 5423-5433.
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TY - JOUR
DO - 10.1021/acs.joc.3c02876
UR - https://pubs.acs.org/doi/10.1021/acs.joc.3c02876
TI - Cu(I)-Catalyzed Three-Component Annulation for the Synthesis of 3-Acyl Imidazo[1, 5-a]Pyridines from 2-Pyridinyl-Substituted p-Quinone Methides, Terminal Alkynes, and TsN3 Using O2 as the Oxygen Source
T2 - Journal of Organic Chemistry
AU - Chen, Yan
AU - Zhang, Chuanhao
AU - Zhang, Yuan Ting
AU - Wang, Kunpeng
AU - Wang, Kun Peng
AU - Li, Mengfan
AU - Tang, Hao
AU - Cheng, Wen
AU - Yin, Jun
AU - Yi, Weiyin
PY - 2024
DA - 2024/04/01
PB - American Chemical Society (ACS)
SP - 5423-5433
IS - 8
VL - 89
PMID - 38557074
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2024_Chen,
author = {Yan Chen and Chuanhao Zhang and Yuan Ting Zhang and Kunpeng Wang and Kun Peng Wang and Mengfan Li and Hao Tang and Wen Cheng and Jun Yin and Weiyin Yi},
title = {Cu(I)-Catalyzed Three-Component Annulation for the Synthesis of 3-Acyl Imidazo[1, 5-a]Pyridines from 2-Pyridinyl-Substituted p-Quinone Methides, Terminal Alkynes, and TsN3 Using O2 as the Oxygen Source},
journal = {Journal of Organic Chemistry},
year = {2024},
volume = {89},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.3c02876},
number = {8},
pages = {5423--5433},
doi = {10.1021/acs.joc.3c02876}
}
Cite this
MLA
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Chen, Yan, et al. “Cu(I)-Catalyzed Three-Component Annulation for the Synthesis of 3-Acyl Imidazo[1, 5-a]Pyridines from 2-Pyridinyl-Substituted p-Quinone Methides, Terminal Alkynes, and TsN3 Using O2 as the Oxygen Source.” Journal of Organic Chemistry, vol. 89, no. 8, Apr. 2024, pp. 5423-5433. https://pubs.acs.org/doi/10.1021/acs.joc.3c02876.
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