Iodine-Catalyzed Synthesis of Chiral 4-Imidazolidinones Using α-Amino Acid Derivatives via Dehydrogenative N-H/C(sp3)-H Coupling

Kyalo Stephen Kanyiva*, Marina Tane, Takanori Shibata

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)12773-12783
Number of pages11
JournalJournal of Organic Chemistry
Volume84
Issue number20
DOIs
Publication statusPublished - 2019 Oct 18

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Iodine-Catalyzed Synthesis of Chiral 4-Imidazolidinones Using α-Amino Acid Derivatives via Dehydrogenative N-H/C(sp<sup>3</sup>)-H Coupling'. Together they form a unique fingerprint.

Cite this