Iodine-Catalyzed Synthesis of Chiral 4-Imidazolidinones Using α-Amino Acid Derivatives via Dehydrogenative N–H/C(sp<sup>3</sup>)–H Coupling

Kyalo Stephen Kanyiva, Marina Tane, Takanori Shibata

The Journal of Organic Chemistry · 2019 · 21 citations · 61 references

Concepts

Abstract

An efficient method for the asymmetric synthesis of 4-imidazolidinones via an iodine-catalyzed intramolecular N–H/C(sp3)–H activation of readily available and abundant feedstocks, amino acids, and amines is described. The reaction proceeded under visible light irradiation to afford a variety of 4-imidazolidinone derivatives under mild conditions in moderate to excellent yields. Secondary and tertiary C(sp3)–H bonds were aminated, and various functional groups were tolerated.

References

61