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Trifluoromethoxypyrazines: Preparation and Properties.

ABSTRACT: 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.

SUBMITTER: Sokolenko TM

PROVIDER: S-EPMC7248996 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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Trifluoromethoxypyrazines: Preparation and Properties.

Sokolenko Taras M TM Yagupolskii Yurii L YL

Molecules (Basel, Switzerland) 20200509 9

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 ...[more]

PMID: 32397388

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