4.7 Article

[3+2] Cycloaddition of Azaoxyallyl Cations with Cyclic Ketones: Access to Spiro-4-oxazolidinones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 19, Pages 10680-10686

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01728

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Funding

  1. National Natural Science Foundation of China [21402150, 21372267, 21572027]
  2. Fundamental Research Funds for the Central Universities [10611201CDJXY460001]
  3. Chongqing University

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The first formal [3 + 2] cycloaddition reaction of in situ generated azaoxyallyl cation with cyclic ketones has been developed using mild reaction conditions. A variety of spiro-4-oxazolidinones was obtained in excellent yields (up to 99%). The high efficiency of this process, coupled with the operational simplicity, makes it an attractive method for the synthesis of Spiro-4-oxazolidinones.

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