Cu(0)/Selectfluor System-Mediated Mild Synthesis of Fluorinated Fluorenones from Nonaromatic Precursors (1,6-Enynes) Involving C–C Single Bond Cleavage

A novel and facile method for the mild construction of fluorinated fluorenones from nonaromatic precursors (1,6-enynes) mediated by a Cu(0)/Selectfluor system has been successfully achieved. Preliminary mechanistic investigations indicate that the reaction may proceed via an unprecedented annulation...

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Bibliographic Details
Published inOrganic letters Vol. 17; no. 12; pp. 2920 - 2923
Main Authors Zhang, Jian, Wang, Heng, Ren, Shaobo, Zhang, Wei, Liu, Yunkui
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.06.2015
Amer Chemical Soc
Subjects
Alkynes - chemistry
Chemistry
Chemistry, Organic
Copper - chemistry
Diazonium Compounds - chemistry
Fluorenes - chemistry
Hydrocarbons, Fluorinated - chemical synthesis
Hydrocarbons, Fluorinated - chemistry
Molecular Structure
Organometallic Compounds - chemistry
Physical Sciences
Science & Technology
CATALYZED FLUORINATION
ELECTROPHILIC FLUORINATION
CONVERSION
ONE-POT
AMINOFLUORINATION
EFFICIENT SYNTHESIS
OXIDATIVE FLUORINATION
ARYL FLUORIDES
SELECTFLUOR
DIARYLACETYLENES
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Summary:A novel and facile method for the mild construction of fluorinated fluorenones from nonaromatic precursors (1,6-enynes) mediated by a Cu(0)/Selectfluor system has been successfully achieved. Preliminary mechanistic investigations indicate that the reaction may proceed via an unprecedented annulation/C–C single bond cleavage/fluorination sequence.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b01110