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Metal-Free Synthesis of 2-Fluoroalkylated Quinolines Using Polyfluoroalkanoic Acids as Direct Fluorine Sources

Jiang Nan*, Yan Hu, Pu Chen, Yangmin Ma*

*College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi’an 710021, China, Email: nanjiangsust.edu.cn, mym63sina.com

J. Nan, Y. Hu, P. Chen, Y. Ma, Org. Lett., 2019, 21, 1984-1988.

DOI: 10.1021/acs.orglett.9b00039 (free Supporting Information)


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Abstract

A [5 + 1] cyclization of 2-vinylanilines with polyfluoroalkanoic acids as both C1 synthons and fluoroalkyl building blocks under catalyst- and additive-free conditions provides concise access to diverse 2-fluoroalkylated quinolines in good yields with excellent functional group tolerance in high yield on a gram scale.

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Key Words

Quinolines


ID: J54-Y2019