4.7 Article

Azidoheteroarylation of unactivated olefins through distal heteroaryl migration

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 5, Issue 12, Pages 1896-1899

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8qo00301g

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Funding

  1. Soochow University
  2. National Natural Science Foundation of China [21722205]
  3. Project of Scientific and Technologic Infrastructure of Suzhou [SZS201708]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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The radical-mediated azidoheteroarylation of unactivated olefins has been accomplished for the first time based on the strategy of intramolecular distal heteroaryl migration. A variety of synthetically useful heteroaryl-substituted alkyl azides are readily furnished under mild reaction conditions. The utility of the protocol is manifested by readily converting the products to piperidine, beta-pipecolic acid, and triazole derivatives.

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