4.4 Article

Copper-catalyzed tandem reaction directed toward synthesis of 2,2-disubstituted quinazolinones from vinyl halides and 2-aminobenzamides

Journal

TETRAHEDRON LETTERS
Volume 58, Issue 43, Pages 4043-4047

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.09.001

Keywords

Tandem reaction; One-pot synthesis; Cross-coupling reaction; Hydroamination; Copper catalyst

Funding

  1. JSPS KAKENHI [16K14049, 26860168]
  2. Society of Iodine Science
  3. Grants-in-Aid for Scientific Research [26860168, 16H04138, 16K14049] Funding Source: KAKEN

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A copper-catalyzed tandem reaction with vinyl halides and 2-aminobenzamides has been developed. In this synthetic route, cross-coupling reaction of the amide moiety with vinyl halides initially progresses, followed by hydroamination, to provide 2,2-disubstituted quinazolinone derivatives. Moreover, the tandem reaction is used in a one-pot synthesis beginning with alkyne hydroiodination by PPh3, I-2, and H2O. (C) 2017 Elsevier Ltd. All rights reserved.

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