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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 24
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Original Articles

Synthesis of Biphenyl-Based Ligand: Application in Copper-Mediated Chemoselective Michael Reaction

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Pages 3582-3593 | Received 28 Jun 2014, Published online: 15 Oct 2014
 

Abstract

A biphenyl-based ligand attached was synthesized and screened in copper-mediated Michael reaction. The catalyst system works well with carbon or sulfur nucleophiles as Michael donors and cyclohexenone or chalcones as the acceptors under mild and neutral reaction conditions in a chemoselective manner.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

We thank N. D. Kulkarni and B. V. Kamath for their support and constant encouragement.

Notes

a For PhCOCH˭CHPh 7 (1.0 eq.), 1,2-dichloroethane.

b No reaction.

c With Cu(OAc)2.

d With CuCl2.

a With acetyl acetone (1.5 eq.), 1,2-dichoroethane, Cu(OTf)2 (10.0 mol %), 1 (5.5 mol %), rt, 6 d.

b Isolated.

c dr = 50:50.

Color versions of one or more of the figures in the article can be found online at www.tandfonline.com/lsyc.

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