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

Peter H. Fuller; Sherry R. Chemler

doi:10.1021/ol702401w

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

Peter H. Fuller
, Sherry R. Chemler

Chemistry

SUNY Buffalo

Research output: Contribution to journal › Article › peer-review

69 Scopus citations

Abstract

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

Original language	English
Pages (from-to)	5477-5480
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	26
DOIs	https://doi.org/10.1021/ol702401w
State	Published - Dec 20 2007

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title = "Copper(II) carboxylate-promoted intramolecular carboamination of alkenes for the synthesis of polycyclic lactams",

abstract = "The copper(II) carboxylate-promoted intramolecular carboamination reactions of variously substituted y-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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year = "2007",

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AU - Fuller, Peter H.

AU - Chemler, Sherry R.

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Y1 - 2007/12/20

N2 - The copper(II) carboxylate-promoted intramolecular carboamination reactions of variously substituted y-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.

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

UR - https://www.scopus.com/pages/publications/38349162901

U2 - 10.1021/ol702401w

DO - 10.1021/ol702401w

M3 - Article

C2 - 18044907

AN - SCOPUS:38349162901

SN - 1523-7060

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SP - 5477

EP - 5480

JO - Organic Letters

JF - Organic Letters

IS - 26

ER -

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

Abstract

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