4.7 Article

Catalyst-free, radical-mediated intermolecular 1,2-arylheteroarylation of alkenes by cleaving inert C-C bond

Journal

SCIENCE CHINA-CHEMISTRY
Volume 64, Issue 10, Pages 1703-1708

Publisher

SCIENCE PRESS
DOI: 10.1007/s11426-021-1077-4

Keywords

alkene difunctionalization; arylation; catalyst-free; C-C activation; functional group migration; radical reactions

Funding

  1. National Natural Science Foundation of China [21971173]
  2. Project of Scientific and Technologic Infrastructure of Suzhou [SZS201905]
  3. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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A novel photoinduced intermolecular 1,2-arylheteroarylation of alkenes and the efficient synthesis of valuable polyarylalkanes were reported. The reaction is operationally simple, proceeds under mild conditions and with no additional catalyst and reagents. The strategically designed radical cascade reaction is enabled by electron transfer, involving cleavage of an inert C-C bond and featuring broad functional group compatibility as well as high product transformability.
A novel photoinduced intermolecular 1,2-arylheteroarylation of alkenes and the efficient synthesis of valuable polyarylalkanes are reported. The reaction is operationally simple, proceeds under mild conditions and with no additional catalyst and reagents. The strategically designed radical cascade reaction is enabled by electron transfer, and involves cleavage of an inert C-C bond. The process features broad functional group compatibility as well as high product transformability.

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