4.6 Article

Sc(OTf)3-catalyzed [3+2]-cycloaddition of nitrones with ynones

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 2, Pages 457-466

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob02158j

Keywords

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Funding

  1. National Natural Science Foundation of China [21702032, 21772027]
  2. Open Research Fund Program of Beijing Key Lab of Plant Resource Research and Development, BTBU [PRRD-2019-YB2]

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An efficient method has been developed to access functionalized (2,3-dihydroisoxazol-4-yl) ketones by reacting nitrones with ynones or terminal ynones in a one-pot fashion, resulting in moderate to good yields.
An efficient approach to access functionalized (2,3-dihydroisoxazol-4-yl) ketones has been developed by reacting nitrones 4 with ynones 7 or terminal ynones 10 in a one-pot fashion. The reaction went through a formal Sc(OTf)(3)-catalyzed [3 + 2]-cycloaddition process to generate a number of functionalized (2,3-dihydroisoxazol-4-yl) ketones 11aa-11aw, 11ba-11la and 12aa-12ae in moderate to good yields.

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