Copper/Selectfluor‐System‐Catalyzed Dehydration–Oxidation of Tertiary Cycloalcohols: Access to β‐Substituted Cyclohex‐2‐enones, 4‐Arylcoumarins, and Biaryls | Zendy

Ren Shaobo | Zendy; Zhang Jian | Zendy; Zhang Jiahui | Zendy; Wang Heng | Zendy; Zhang Wei | Zendy; Liu Yunkui | Zendy; Liu Miaochang | Zendy

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Copper/Selectfluor‐System‐Catalyzed Dehydration–Oxidation of Tertiary Cycloalcohols: Access to β‐Substituted Cyclohex‐2‐enones, 4‐Arylcoumarins, and Biaryls

Author(s) -

Ren Shaobo,

Zhang Jian,

Zhang Jiahui,

Wang Heng,

Zhang Wei,

Liu Yunkui,

Liu Miaochang

Publication year - 2015

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201500610

Subject(s) - selectfluor , chemistry , dehydration , cyclohexanol , organic chemistry , catalysis , medicinal chemistry , biochemistry

A route to β‐substituted cyclohex‐2‐enones, 4‐arylcoumarins, and biaryls has been developed. This approach involves a one‐pot Cu 0 /Selectfluor‐catalyzed dehydration–oxidation of tertiary cycloalcohols. Thus, by using 2 equiv. of Selectfluor at 25 °C, the dehydration–oxidation of tertiary cyclohexanols and oxabenzocyclohexanols gave β‐substituted cyclohex‐2‐enones and 4‐arylcoumarins, respectively; whereas the dehydration–oxidation of tertiary cyclohexanols gave biaryls as the final products by using 2.5 equiv. of Selectfluor at 80 °C.

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