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Photoactivated N-Acyliminoiodinanes Applied to Amination: an ortho-Methoxymethyl Group Stabilizes Reactive Precursors.

Authors
  • Kobayashi, Yusuke1
  • Masakado, Sota1
  • Takemoto, Yoshiji1
  • 1 Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan. , (Japan)
Type
Published Article
Journal
Angewandte Chemie International Edition in English
Publisher
Wiley (John Wiley & Sons)
Publication Date
Jan 15, 2018
Volume
57
Issue
3
Pages
693–697
Identifiers
DOI: 10.1002/anie.201710277
PMID: 29193519
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

N-Acyliminoiodinanes were characterized for the first time by X-ray structural analysis. The ortho-methoxymethyl group and the carbonyl oxygen coordinate to the iodine atom of the iminoiodinane. Activation of the N-acyliminoiodinane was achieved by photoirradiation at 370 nm, thereby enabling reaction with various silyl enol ethers to give α-aminoketone derivatives in good to high yield. N-sulfonyliminoiodinanes bearing ortho substituents were used in photoinduced amination. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

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