4.7 Article

Sulfonyl radical-enabled 6-endo-trig cyclization for regiospecific synthesis of unsymmetrical diaryl sulfones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 3, Issue 11, Pages 1452-1456

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6qo00422a

Keywords

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Funding

  1. NSFC [21232004, 21472071, 21602087]
  2. PAPD of Jiangsu Higher Education Institutions
  3. Outstanding Youth Fund of JSNU [YQ2015003]
  4. NSF of Jiangsu Province [BK20151163, BK 20160212]
  5. NSF of JSNU [14XLR005]
  6. Qing Lan
  7. NSF of Jiangsu Education Committee [15KJB150006]

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A new sulfonyl radical-triggered 6-endo-trig cyclization of unactivated 1,5-enynes under catalytic oxidation conditions for flexible synthesis of unprecedented unsymmetrical diaryl sulfones was established. This transformation could also proceed smoothly using 2-arylalkynyl-1,1'-biphenyls, delivering new sulfonylated phenanthrenes. The synthetic utility of these transformations results in subsequent C-S and C-C bond-forming reactions to effectively build up functional sulfones with potential significance.

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