期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 20, 期 10, 页码 2960-2965出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201304120
关键词
aryldiazonium salts; cross-coupling; green chemistry; N-heteroarenes; photoredox catalysis; water
资金
- National Natural Science Foundation of China [21372148]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT 1070]
- Shaanxi Innovative Team of Key Science and Technology [2013KCT-17]
- EPSRC [EP/K039687/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K039687/1] Funding Source: researchfish
A highly effective visible light-promoted radical-type coupling of N-heteroarenes with aryldiazonium salts in water has been developed. The reaction proceeds at room temperature with [Ru(bpy)(3)]Cl(2)6H(2)O as a photosensitizer and a commercial household light bulb as a light source. Pyridine and a variety of substituted pyridines are effective substrates under these reaction conditions, and only monosubstituted products are formed with different regioselectivities. Using aqueous formic acid as solvent, an array of xanthenes, thiazole, pyrazine, and pyridazine are compatible with this new arylation approach. The broad substrate scope, mild reaction conditions, and use of water as reaction solvent make this procedure a practical and environmentally friendly method for the synthesis of compounds containing aryl-heteroaryl motifs.
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