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A Single Cu(II) Catalyst for the Three-Component Coupling of Diverse Nitrogen Sources with Aldehydes and Alkynes

Courtney E. Meyet, Conor J. Pierce and Catharine H. Larsen*

*Department of Chemistry, University of California, Riverside, California 92521, United States, Email: catharine.larsenucr.edu

C. E. Meyet, C. J. Pierce, C. H. Larsen, Org. Lett., 2012, 14, 964-967.

DOI: 10.1021/ol2029492


Abstract

A single Cu(II) catalyst couples a diverse range of nitrogen sources with various alkynes and aldehydes without the addition of ligand or base. Copper-catalyzed alkynylation involving p-toluenesulfonamide provides high yields of N-Ts-protected propargylamines. The superior activity of copper(II) triflate also allows this three-component alkynylation to incorporate a ketone.

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Key Words

multicomponent reactions, alkynylation, amination, sulfonamides


ID: J54-Y2012-0380