Journal
MOLECULES
Volume 25, Issue 9, Pages -Publisher
MDPI
DOI: 10.3390/molecules25092226
Keywords
pyrazine; trifluoromethoxy group; chlorination; fluorination; antimony trifluoride; coupling reactions
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The incorporation of the trifluoromethoxy group into organic molecules has become very popular due to the unique properties of the named substituent that has a pseudohalogen character, while the chemical properties of the synthesized compound, especially heterocycles with such a group, are less studied. As trifluoromethoxy-substituted pyrazines are still unknown, we have developed efficient and scalable methods for 2-chloro-5-trifluoromethoxypyrazine synthesis, showing the synthetic utility of this molecule for Buchwald-Hartwig amination and the Kumada-Corriu and Suzuki and Sonogashira coupling reactions. Some comparisons of chlorine atom and trifluoromethoxy group stability in these transformations have been carried out.
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