Highly Selective Cascade C–C Bond Formation via Palladium- Catalyzed Oxidative Carbonylation–Carbocyclization–Carbonylation–Alkynylation of Enallenes

A highly efficient palladium-catalyzed oxidative cascade reaction of enallenes undergoing overall four C–C bond formations has been developed. The insertion cascade proceeds via carbonylation–carbocyclization–carbonylation–alkynylation involving sequential insertion of carbon monoxide, olefin, and c...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 137; no. 37; pp. 11868 - 11871
Main Authors Zhu, Can, Yang, Bin, Bäckvall, Jan-E
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 23.09.2015
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ACTIVATION
CARBON
SONOGASHIRA
COUPLING REACTIONS
ARYL HALIDES
COMPLEXITY
METAL
ARYLATING CARBOCYCLIZATION
COPOLYMERIZATION
CYCLIZATION
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Summary:A highly efficient palladium-catalyzed oxidative cascade reaction of enallenes undergoing overall four C–C bond formations has been developed. The insertion cascade proceeds via carbonylation–carbocyclization–carbonylation–alkynylation involving sequential insertion of carbon monoxide, olefin, and carbon monoxide. Furthermore, different types of terminal alkynes and functionalized enallenes have been investigated and found to undergo the cascade reaction under mild reaction conditions.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/jacs.5b06828