4.8 Article

Copper(II) carboxylate-promoted intramolecular carboamination of Alkenes for the synthesis of polycyclic lactams

Journal

ORGANIC LETTERS
Volume 9, Issue 26, Pages 5477-5480

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol702401w

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Funding

  1. NIGMS NIH HHS [R01 GM078383, R01 GM078383-02, R01-GM078383] Funding Source: Medline

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The copper(II) carboxylate-promoted intramolecular carboamination reactions of variously substituted gamma-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.

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