Facile, eco-friendly, catalyst-free synthesis of polyfunctionalized quinoxalines

Zhang, Yaohong; Luo, Mengqiang; Li, Yan; Wang, Hai; Ren, Xiaorong; Qi, Chenze

doi:10.1007/s11030-017-9777-0

Search citation statements

Order By: Relevance

Paper Sections

Select...

Experimental Section1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2020

2024

Publication Types

Select...

Article3

Book1

Relationship

Self Cite0

Independent4

Authors

Journals

Cited by 4 publications

(1 citation statement)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Column chromatography (EtOAc/hexane, 3:7) gave 6,7-dimethyl-2-(thiophen-2-yl)quinoxaline ( 17a ) as a red solid (220.0 mg, 92% yield; mp 159–160 °C; lit . 159.5–161.3 °C).…”

Section: Experimental Sectionmentioning

confidence: 99%

Transition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling

Uçar

Daştan

2020

J. Org. Chem.

View full text Add to dashboard Cite

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.

show abstract

“…Column chromatography (EtOAc/hexane, 3:7) gave 6,7-dimethyl-2-(thiophen-2-yl)quinoxaline ( 17a ) as a red solid (220.0 mg, 92% yield; mp 159–160 °C; lit . 159.5–161.3 °C).…”

Section: Experimental Sectionmentioning

confidence: 99%