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.
Author details: | Bernd SchmidtORCiDGND, René BergerGND, Alexandra Kelling, Uwe SchildeORCiDGND |
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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 |