4.4 Article

Transition-metal free synthesis of diaryl vinyl selenides: a simple synthetic approach with high selectivity

Journal

TETRAHEDRON
Volume 70, Issue 17, Pages 2699-2702

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.03.011

Keywords

beta-Bromo styrene; Carbon-selenium bond forming reactions; Diaryl vinyl selenide; High selectivity; Transition-metal free

Funding

  1. Basic Science Research Program through the National Research Foundation of Korea (NRF)
  2. Ministry of Science, ICT & Future Planning [2013R1A1A1A05006634]
  3. Research Fund Program of Research Institute for Basic Sciences, Pusan National University, Korea [RIBS-PNU-2012-201]
  4. TJ Park Junior Faculty Fellowship
  5. LG Yonam Foundation

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A simple, highly efficient synthetic protocol is developed for the synthesis of unsymmetrical diaryl vinyl selenides from diaryldiselenide and beta-bromo styrene under transition-metal free conditions in N,N'dimethyl propylene urea and 130 degrees C to afford high yields and excellent selectivities. This method provides a new strategy to fabricate a wide variety of important substituted molecular skeletons and an alternative to conventionally used metal salts, additives, and ligands. (C) 2014 Elsevier Ltd. All rights reserved.

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