Diastereoselective Ruthenium-Catalyzed Michael Addition of Indoles to Hormone Steroids: An Efficient Route to New Indole Derivatives

Abstract

Diastereoselective conjugate 1,4-addition of indoles to α,β-unsaturated carbonyl compounds (hormone steroids) using Ru(III) as catalyst is reported. It was found that RuCl₃·nH₂O catalyzes the Michael addition of indoles to hormone steroids, providing new 3-alkylated derivatives in good to excellent yields.

Keywords:

• Hormone steroids
• indoles
• Michael addition
• ruthenium

ACKNOWLEDGMENTS

The authors are grateful to the Research Council of Guilan University for partial support of this study.

Notes

^a All products were characterized by ¹H NMR, ¹³C NMR, and IR data.

^b Isolated yield.

^c Diastereomeric ratio was determined by ¹H NMR spectroscopy.

^a All products were characterized by ¹H NMR, ¹³C NMR, and IR data.

^b Isolated yield.

^c Diastereomeric ratio was determined by ¹H NMR spectroscopy.