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

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

Keywords:

• Copper catalyst
• homogeneous catalysis
• Michael reaction
• thia-Michael

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.

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