Copper‐Catalyzed [3 + 2 + 1] Cycloaddition of Alkenes with Benzoquinones and Dicarbonyl Compounds via Tandem Oxidative Dicarbofunctionalization/Cyclization Sequence

Comprehensive Summary Developed is an efficient three‐component [3 + 2 + 1] cycloaddition of simple alkenes with two C—H substrates via oxidative dicarbofunctionalization/cyclization sequence. The copper‐catalyzed reaction involves the formation of two C—C bonds and one C—O bond through the cleavage...

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Bibliographic Details
Published in:Chinese journal of chemistry 2022-07, Vol.40 (14), p.1681-1686
Main Authors: Du, Tianxing, Li, Song, He, Yunfei, Long, Huan, Liu, Xigong, Li, Hai‐Bei, Liu, Lei
Format: Article
Language:English
Subjects:
Alkene dicarbofunctionalization
Alkenes
Benzoquinone
Carbonyl compounds
Copper
Cyclization
Cycloaddition
C—H Activation
Functional groups
Nucleotide sequence
Oxidation
Substrates
Three‐component
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Summary:Comprehensive Summary Developed is an efficient three‐component [3 + 2 + 1] cycloaddition of simple alkenes with two C—H substrates via oxidative dicarbofunctionalization/cyclization sequence. The copper‐catalyzed reaction involves the formation of two C—C bonds and one C—O bond through the cleavage of three C—H bonds in a single operation. The method has an excellent functional group tolerance, and features a broad substrate scope, affording a variety of functionalized chromenes in good yields. An efficient three‐component [3 + 2 + 1] cycloaddition of simple alkenes with benzoquinones and dicarbonyl compounds via oxidative dicarbofunctionalization/cyclization sequence has been reported. The copper‐catalyzed intermolecular dicarbofunctionalization/cyclization of alkenes proceeds smoothly with two C—H reagents and a variety of functionalized chromenes are obtained involving the formation of two C—C bonds and one C—O bond through the cleavage of three C—H bonds in a single operation.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.202200113