Palladium(II)-Catalyzed Dehydrogenative Alkenylation of Cyclic Enaminones via the Fujiwara–Moritani Reaction

A new Pd(II)-catalyzed dehydrogenative alkenylation reaction involving two alkenes was developed. A variety of nonaromatic, cyclic enaminones were successfully coupled to primary and secondary alkenes yielding a series of unique 1,3-dienes. The generality of this transformation presents a useful str...

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Bibliographic Details
Published inOrganic letters Vol. 13; no. 21; pp. 5932 - 5935
Main Authors Yu, Yi-Yun, Niphakis, Micah J, Georg, Gunda I
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 04.11.2011
Amer Chemical Soc
Subjects
Alkenes - chemistry
Amines - chemistry
Catalysis
Chemistry
Chemistry, Organic
Cyclization
Hydrogenation
Molecular Structure
Palladium - chemistry
Physical Sciences
Science & Technology
FUNCTIONALIZATION
PALLADIUM
DIRECT ARYLATION
CROSS-COUPLING REACTION
C-H OLEFINATION
PD(OAC)
BOND FORMATION
METAL
AROMATIC-SUBSTITUTION
CARBON-HYDROGEN
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Summary:A new Pd(II)-catalyzed dehydrogenative alkenylation reaction involving two alkenes was developed. A variety of nonaromatic, cyclic enaminones were successfully coupled to primary and secondary alkenes yielding a series of unique 1,3-dienes. The generality of this transformation presents a useful strategy for directly cross-coupling alkenes and offers an attractive new approach to functionalize enaminones.
Bibliography:NIH RePORTER
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol202677g