4.6 Article

Metal-free n-Et4NBr-catalyzed radical cyclization of disulfides and alkynes leading to benzothiophenes under mild conditions

Journal

RSC ADVANCES
Volume 4, Issue 89, Pages 48547-48553

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra08260e

Keywords

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Funding

  1. National Natural Science Foundation of China [21302110, 21302109, 21375075]
  2. Taishan Scholar Foundation of Shandong Province
  3. Natural Science Foundation of Shandong Province [ZR2013BQ017, ZR2013BM007]
  4. Project of Shandong Province Higher Educational Science and Technology Program [J13LD14]
  5. Scientific Research Foundation of Qufu Normal University [BSQD 2012021]

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A novel n-Et4NBr-catalyzed method for the synthesis of benzothiophene derivatives via cascade reactions of substituted disulfides with alkynes through S-S bond cleavage and alkenyl radical cyclization reactions has been developed. The reaction has a high functional-group tolerance. The new method is environmental and practical, and the starting materials are readily available. These advantages, relative to previous methods, provide an opportunity for the construction of diverse and useful benzothiophene motifs.

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