4.7 Article

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

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 20, 页码 12773-12783

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01154

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资金

  1. JSPS [18K05114]
  2. Waseda University [2018K-296, 2018B-200]
  3. Grants-in-Aid for Scientific Research [18K05114] Funding Source: KAKEN

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An efficient method for the asymmetric synthesis of 4-imidazolidinones via an iodine-catalyzed intramolecular N-H/C(sp(3))-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(sp(3))-H bonds were aminated, and various functional groups were tolerated.

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