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Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination.

ABSTRACT: The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded ?-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot process.

SUBMITTER: Sun J

PROVIDER: S-EPMC6009194 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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Synthesis of trifluoromethylated 2<i>H</i>-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination.

Sun Jiyun J Zhen Xiaohua X Ge Huaibin H Zhang Guangtao G An Xuechan X Du Yunfei Y

Beilstein journal of organic chemistry 20180615

The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2<i>H</i>-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot process. ...[more]

PMID: 29977409

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