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Catalytic metallonitrene/alkyne metathesis: A powerful cascade process for the synthesis of nitrogen-containing molecules

Journal of the American Chemical Society, ISSN: 0002-7863, Vol: 130, Issue: 15, Page: 5020-5021
2008
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Article Description

A conceptually novel metallonitrene/alkyne metathesis cascade reaction has been developed for the construction of nitrogen-containing compounds from simple alkyne starting materials. Rhodium(II) tetracarboxylate salts are efficient catalysts for this reaction, in which an electrophilic rhodium nitrene is trapped by an alkyne, resulting in the formation of a new C-N bond and the generation of a reactive metallocarbene for cascade reaction. The reaction is tolerant of both alkyl and aryl substituents on the alkyne, and proceeds at room temperature in a variety of common solvents. The modular nature of the reaction allows for the rapid construction of congested bicyclic systems from remarkably simple alkyne starting materials. Copyright © 2008 American Chemical Society.

Bibliographic Details

Aaron R. Thornton; Simon B. Blakey

American Chemical Society (ACS)

Chemical Engineering; Chemistry; Biochemistry, Genetics and Molecular Biology

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