Nickel-Catalyzed C-N Cross-Coupling of Primary Imines with Subsequent InSitu [2+2] Cycloaddition or Alkylation

Dennis J. Power, Kieran D. Jones, Sven S. Kampmann, Gavin R. Flematti, Scott G. Stewart

Research output: Contribution to journalArticle

Abstract

Herein, we report a new method for the C-N cross-coupling of primary imines by using an inexpensive air-stable nickel catalyst. This procedure allows for a subsequent insitu reaction with moisture-sensitive reagents. In this study, we also report secondary [2+2] cycloaddition and alkylation reactions. A diverse range of substrates were explored to highlight the usefulness of this combination of reactions. The reaction products from the cycloaddition pathway, through a Staudinger reaction, have potential applications as β-lactam antibiotics.

LanguageEnglish
JournalAsian Journal of Organic Chemistry
Volume6
Issue number12
DOIs
StatePublished - 9 Oct 2017

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Imines
Cycloaddition
Alkylation
Nickel
beta-Lactams
Reaction products
Moisture
Anti-Bacterial Agents
Catalysts
Substrates
Air

Cite this

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abstract = "Herein, we report a new method for the C-N cross-coupling of primary imines by using an inexpensive air-stable nickel catalyst. This procedure allows for a subsequent insitu reaction with moisture-sensitive reagents. In this study, we also report secondary [2+2] cycloaddition and alkylation reactions. A diverse range of substrates were explored to highlight the usefulness of this combination of reactions. The reaction products from the cycloaddition pathway, through a Staudinger reaction, have potential applications as β-lactam antibiotics.",
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Nickel-Catalyzed C-N Cross-Coupling of Primary Imines with Subsequent InSitu [2+2] Cycloaddition or Alkylation. / Power, Dennis J.; Jones, Kieran D.; Kampmann, Sven S.; Flematti, Gavin R.; Stewart, Scott G.

In: Asian Journal of Organic Chemistry, Vol. 6, No. 12, 09.10.2017.

Research output: Contribution to journalArticle

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