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Letter

Nickel-Catalyzed Synthesis of Acrylamides from α-Olefins and Isocyanates

Supporting Info

Kristin D. Schleicher and Timothy F. Jamison*

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139

Org. Lett., 2007, 9 (5), pp 875–878

DOI: 10.1021/ol063111x

Publication Date (Web): February 2, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, tfj@mit.edu

Abstract

The nickel(0)-catalyzed coupling of α-olefins and isocyanates proceeds in the presence of the N-heterocyclic carbene ligand IPr to provide α,β-unsaturated amides. Carbon−carbon bond formation occurs preferentially at the 2-position of the olefin. The N-tert-butyl amide products can be converted to the corresponding primary amides under acidic conditions.

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Published In Issue March 01, 2007
Received December 22, 2006

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Letter

Nickel-Catalyzed Synthesis of Acrylamides from α-Olefins and Isocyanates

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Water Overcomes Methyl Group Directing Effects in Epoxide-Opening Cascades

Effect of TMEDA on Iron-Catalyzed Coupling Reactions of ArMgX with Alkyl Halides

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