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Synfacts 2007(10): 1084-1084  
DOI: 10.1055/s-2007-968939
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Cross-Coupling Reactions with Ethyl Diazoacetate

Contributor(s): Paul Knochel, Tobias Thaler
C. Peng, J. Cheng, J. Wang*
Peking University, P. R. of China
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Publikationsdatum:
07. November 2007 (online)

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Significance

This is the first example of diazo compounds being used as nucleophiles in Pd-catalyzed cross-coupling reactions. The authors have demonstrated that by choosing a suitable Pd catalyst the sensitive diazo function is left intact and that subsequent coupling with alkenyl and aryl iodides is possible under basic conditions. A protocol for carbonylation with CO is also presented.