4.8 Article

Cobalt(III)-Catalyzed [4+2] Annulation of N-Chlorobenzamides with Maleimides

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ORGANIC LETTERS
卷 21, 期 4, 页码 1068-1072

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b04117

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  1. SERB, New-Delhi [EMR/2016/006358]
  2. CSIR, New-Delhi [02(0226)15/EMR-II]
  3. Indian Institute of Science
  4. R. L. Fine Chem
  5. UGC, New Delhi

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A Co(III)-catalyzed novel [4 + 2] annulation of N-chlorobenzamides with maleimides has been reported. Mostly, maleimides are known to furnish the Michael-type or 1,1-type cyclized products while treating with amides. In this reaction, maleimides furnished [4 + 2] annulated products in good yields at room temperature while being treated with the internal oxidizing N-chlorobenzamide as a directing group. The developed methodology is compatible with a variety of functional groups. The [4 + 2] annulated products obtained are featured in some biologically active molecules.

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