4.6 Article

Base-promoted domino radical cyclization of 1,6-enynes

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 33, Pages 7674-7678

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob01550g

Keywords

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Funding

  1. National Natural Science Foundation of China [21801142]
  2. Natural Science Foundation of Zhejiang Province [LQ18B020002]
  3. Ningbo Municipal Natural Science Foundation [2018A610242]
  4. K. C. Wong Magna Fund in Ningbo University

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A good regioselective, high atom-economical and transition-metal-free method for the synthesis of alpha-functionalized ether derivatives via the domino radical cyclization of 1,6-enynes is described. A series of alpha-functionalized ether derivatives could be easily obtained in good yields with wide functional group tolerance by using less toxic and inexpensive Cs2CO3 as the base. The control experiment results show that the reaction involves a radical process. This strategy provides a regioselective way toward the formation of dual C-C bonds in one step.

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