Transition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling
Özet
© A concise method for the construction of heteroaryl-fused phenazines was developed via PIFA-BF3·Et2O-mediated oxidative coupling of di-heteroarylated quinoxalines for the first time. Synthesis of mono- and di-heteroarylation of quinoxaline was performed effectively using only LiTMP reagent under transition metal-free conditions and without the use of halogen-containing starting compounds. In addition, nonsymmetrical di-heteroarylated quinoxalines were synthesized through reheteroarylation of mono-heteroarylated quinoxalines in the same way. Oxidation of the saturated compounds formed after heteroarylation was easily accomplished with iodine. The UV-vis absorption and fluorescence features of some compounds were examined.
Atıf için künye
Uçar, S., & Daştan, A. (2020). Transition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling. JOURNAL OF ORGANIC CHEMISTRY, 85(23), 15502–15513. https://doi.org/10.1021/acs.joc.0c02252
BibTeX
@article{ucar2020-70718,
author = {Uçar, Sefa and Daştan, Arif},
title = {Transition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling},
journal = {JOURNAL OF ORGANIC CHEMISTRY},
year = {2020},
volume = {85},
number = {23},
pages = {15502--15513},
issn = {0022-3263},
doi = {10.1021/acs.joc.0c02252},
url = {https://akademik.atauni.edu.tr/yayinlar/70718-transition-metal-free-heteroarylation-of-quinoxaline-construction-of-heteroaryl}
}