4.8 Article

Structurally Diverse α-Substituted Benzopyran Synthesis through a Practical Metal-Free C(sp3)-H Functionalization

Journal

ORGANIC LETTERS
Volume 16, Issue 22, Pages 5988-5991

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol503004a

Keywords

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Funding

  1. National Science Foundation of China [21202093, 21472112]
  2. Program for New Century Excellent Talents in University [NCET-13-0346]
  3. Young Scientist Foundation Grant of Shandong Province [BS2013YY001]
  4. Fundamental Research Funds of Shandong University [2014JC005]
  5. Program for Changjiang Scholars and Innovative Research Team in University [IRT13028]

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A trityl ion-mediated practical C-H functionalization of a variety of benzopyrans with a wide range of nucleophiles (organoboranes and C-H molecules) at ambient temperature has been disclosed. The metal-free reaction has an excellent functional group tolerance and high chemoselectivity and displays a broad scope with respect to both benzopyran and nucleophile partners, efficiently affording a collection of benzopyrans bearing diverse skeletons and alpha-functionalities in one step.

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