Solvent-Controlled Pd(II)-Catalyzed Aerobic Chemoselective Intermolecular 1,2-Aminooxygenation and 1,2-Oxyamination of Conjugated Dienes for the Synthesis of Functionalized 1,4-Benzoxazines

Ke Wen, Zhengxing Wu, Banruo Huang, Zheng Ling, Ilya D. Gridnev, Wanbin Zhang

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

Pd(II)-catalyzed intermolecular 1,2-aminooxygenation and 1,2-oxyamination of conjugated dienes have been developed. The chemoselective preparation of a variety of 2-functionalized and 3-functionalized 1,4-benzoxazine derivatives was accomplished via the adjustment of a coordinating solvent. Oxygen was successfully used in this oxidative difunctionalization of alkenes. Good yields and selectivities were obtained for most products. A product bearing a spiro structure was also obtained from a 2,3-disubstituted-1,3-diene.

Original languageEnglish
Pages (from-to)1608-1612
Number of pages5
JournalOrganic letters
Volume20
Issue number6
DOIs
Publication statusPublished - 2018 Mar 16

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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