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Pd-Catalyzed [2+2+1] coupling of alkynes and arenes phenol diazonium salts as mechanistic trapdoors

  • Alkynes and phenol diazonium salts undergo a Pd-catalyzed [2+2+1] cyclization reaction to spiro[4,5]decatetraene-7-ones. This structure was confirmed for one example by X-ray single-crystal structure analysis. The reaction is believed to proceed through oxidative addition of the phenol diazonium cation to Pd(0), subsequent insertion of two alkynes, followed by irreversible spirocyclization.

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Author details:Bernd SchmidtORCiDGND, René BergerGND, Alexandra Kelling, Uwe SchildeORCiDGND
DOI:https://doi.org/10.1002/chem.201100609
ISSN:0947-6539
Title of parent work (English):Chemistry - a European journal
Publisher:Wiley-Blackwell
Place of publishing:Malden
Publication type:Article
Language:English
Year of first publication:2011
Publication year:2011
Release date:2017/03/26
Tag:alkynes; diazo compounds; palladium; phenols; spirocycles
Volume:17
Issue:25
Number of pages:9
First page:7032
Last Page:7040
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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