Manganese(III)-Mediated Selective Cascade Phosphorylation-Cyclization of Tertiary Enamides for the Synthesis of Multi-Substituted 3-Phosphorylpyridines
Publication type: Journal Article
Publication date: 2025-01-14
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Abstract
A novel regioselective manganese(III)-mediated radical cascade cyclization of N-propargyl enamides with various H-phosphine oxides, H-phosphinates and H-phosphonates was developed. Mechanistic studies show that the reaction is mainly composed of the selective addition of phosphonyl radical to C≡C bond and the intramolecular 6-endo-trig cyclization of vinyl radical. Utilizing this protocol, we successfully synthesized a diverse range of 3-phosphorylpyridines in high efficiency with good functional group compatibility and simple operation.
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Xu X. et al. Manganese(III)-Mediated Selective Cascade Phosphorylation-Cyclization of Tertiary Enamides for the Synthesis of Multi-Substituted 3-Phosphorylpyridines // Journal of Organic Chemistry. 2025. Vol. 90. No. 3. pp. 1434-1446.
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Xu X., Chen S., Liu Q., Cao X., Zhao Z., Chen J., Yao Y., Yang C., Sun K. Manganese(III)-Mediated Selective Cascade Phosphorylation-Cyclization of Tertiary Enamides for the Synthesis of Multi-Substituted 3-Phosphorylpyridines // Journal of Organic Chemistry. 2025. Vol. 90. No. 3. pp. 1434-1446.
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TY - JOUR
DO - 10.1021/acs.joc.4c02973
UR - https://pubs.acs.org/doi/10.1021/acs.joc.4c02973
TI - Manganese(III)-Mediated Selective Cascade Phosphorylation-Cyclization of Tertiary Enamides for the Synthesis of Multi-Substituted 3-Phosphorylpyridines
T2 - Journal of Organic Chemistry
AU - Xu, Xinming
AU - Chen, Sen
AU - Liu, Qian
AU - Cao, Xinyue
AU - Zhao, Zhongyuan
AU - Chen, Jinchun
AU - Yao, Yuhang
AU - Yang, Chan
AU - Sun, Kai
PY - 2025
DA - 2025/01/14
PB - American Chemical Society (ACS)
SP - 1434-1446
IS - 3
VL - 90
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2025_Xu,
author = {Xinming Xu and Sen Chen and Qian Liu and Xinyue Cao and Zhongyuan Zhao and Jinchun Chen and Yuhang Yao and Chan Yang and Kai Sun},
title = {Manganese(III)-Mediated Selective Cascade Phosphorylation-Cyclization of Tertiary Enamides for the Synthesis of Multi-Substituted 3-Phosphorylpyridines},
journal = {Journal of Organic Chemistry},
year = {2025},
volume = {90},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.4c02973},
number = {3},
pages = {1434--1446},
doi = {10.1021/acs.joc.4c02973}
}
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Xu, Xinming, et al. “Manganese(III)-Mediated Selective Cascade Phosphorylation-Cyclization of Tertiary Enamides for the Synthesis of Multi-Substituted 3-Phosphorylpyridines.” Journal of Organic Chemistry, vol. 90, no. 3, Jan. 2025, pp. 1434-1446. https://pubs.acs.org/doi/10.1021/acs.joc.4c02973.