Copper(II) Carboxylate-Promoted Intramolecular Carboamination of Alkenes for the Synthesis of Polycyclic Lactams

The copper(II) carboxylate-promoted intramolecular carboamination reactions of variously substituted γ-alkenyl amides have been investigated. These oxidative cyclization reactions efficiently provide polycyclic lactams, useful intermediates in nitrogen heterocycle synthesis, in good to excellent yie...

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Bibliographic Details
Published inOrganic letters Vol. 9; no. 26; pp. 5477 - 5480
Main Authors Fuller, Peter H, Chemler, Sherry R
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.12.2007
Amer Chemical Soc
Subjects
Alkenes - chemistry
Amination
Carboxylic Acids - chemistry
Chemistry
Chemistry, Organic
Copper - chemistry
Lactams - chemical synthesis
Lactams - chemistry
Physical Sciences
Science & Technology
HALIDES
PYRROLIDINES
CYCLIZATION
ARYLATION
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Summary:The copper(II) carboxylate-promoted intramolecular carboamination reactions of variously substituted γ-alkenyl amides have been investigated. These oxidative cyclization reactions efficiently provide polycyclic lactams, useful intermediates in nitrogen heterocycle synthesis, in good to excellent yields. The efficiency of the carboamination process is dependent upon the structure of the amide backbone as well as the nitrogen substituent.
Bibliography:Medline
NIH RePORTER
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol702401w