N- and O-arylation of pyridin-2-ones with diaryliodonium salts: base-dependent orthogonal selectivity under metal-free conditions

• Kuriyama, Masami

• Hanazawa, Natsumi

• Abe, Yusuke

• Katagiri, Kotone

• Ono, Shimpei

• Yamamoto, Kosuke

• Onomura, Osamu

抄録

Metal-free N- and O-arylation reactions of pyridin-2-ones as ambident nucleophiles have been achieved with diaryliodonium salts on the basis of base-dependent chemoselectivity. In the presence of N,N-diethylaniline in fluorobenzene, pyridin-2-ones were very selectively converted to N-arylated products in high yields. On the other hand, the O-arylation reactions smoothly proceeded with the use of quinoline in chlorobenzene, leading to high yields and selectivities. In these methods, a variety of pyridin-2-ones in addition to pyridin-4-one and a set of diaryliodonium salts were accepted as suitable reaction partners.

Chemical Science, 11(31), pp.8295-8300; 2020

収録刊行物

• Chemical Science

  Chemical Science 11 (31), 8295-8300, 2020-08-21

  Royal Society of Chemistry

キーワード

• General Chemistry

詳細情報

• CRID: 1050568772217319168
• NII論文ID: 120006988537
• ISSN: 20416520
• ISSN: 20416539
• DOI: 10.1039/d0sc02516j
• HANDLE: 10069/40266
• Web Site: https://nagasaki-u.repo.nii.ac.jp/records/39
• Web Site: http://pubs.rsc.org/en/content/articlepdf/2020/SC/D0SC02516J
• 本文言語コード: en
• 資料種別: journal article
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