Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine
Publication type: Journal Article
Publication date: 2022-10-28
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
36305330
Organic Chemistry
Abstract
An efficient Pd catalyzed cross-coupling method for 5-bromo-1,2,3-triazine is described. Optimization of the reaction conditions allowed for the preparation of a representative scope of (hetero)aryl-1,2,3-triazines (20 examples, up to 97% yield). The reaction scope was evaluated using a data science enabled boronic acid chemical space to assess the generality of the method. Additionally, diversification of the resulting products enabled the preparation of pyrimidines and pyridines in yields of up to 80% and in only two steps.
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Hoff L. V., Hauser J. M., Gademann K. Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine // Journal of Organic Chemistry. 2022. Vol. 87. No. 22. pp. 15684-15692.
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Hoff L. V., Hauser J. M., Gademann K. Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine // Journal of Organic Chemistry. 2022. Vol. 87. No. 22. pp. 15684-15692.
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TY - JOUR
DO - 10.1021/acs.joc.2c02082
UR - https://doi.org/10.1021/acs.joc.2c02082
TI - Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine
T2 - Journal of Organic Chemistry
AU - Hoff, Lukas V
AU - Hauser, Joana M
AU - Gademann, Karl
PY - 2022
DA - 2022/10/28
PB - American Chemical Society (ACS)
SP - 15684-15692
IS - 22
VL - 87
PMID - 36305330
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2022_Hoff,
author = {Lukas V Hoff and Joana M Hauser and Karl Gademann},
title = {Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.joc.2c02082},
number = {22},
pages = {15684--15692},
doi = {10.1021/acs.joc.2c02082}
}
Cite this
MLA
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Hoff, Lukas V., et al. “Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine.” Journal of Organic Chemistry, vol. 87, no. 22, Oct. 2022, pp. 15684-15692. https://doi.org/10.1021/acs.joc.2c02082.