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Preparation of Boronated Heterocyclic Compounds Using Intramolecular Cyclization Reaction

  • Lee, Chai-Ho (Department of Chemistry and Institute of Basic Natural Science, Wonkwang University) ;
  • Jin, Guofan (Department of Chemistry and Institute of Basic Natural Science, Wonkwang University) ;
  • Kim, Hyo-Suk (Department of Chemistry, College of Natural Science, Chosun University) ;
  • Nakamura, Hiroyuki (Department of Chemistry, Faculty of Science, Gakushuin University) ;
  • Chung, Yong-Seog (Department of Chemistry, CBITRC, Chungbuk National University, Cheongju 361-763, Korea) ;
  • Lee, Jongdae (Department of Chemistry, College of Natural Science, Chosun University)
  • Published : 2008.02.20

Abstract

A method for synthesizing o-carborane substituted tetrahydroisoquinolines containing a polar functional group such as sulfamide, sulfonic, or phosphoric acid on the nitrogen atom of the piperidine ring, starting from arylethylamine, N-(2-arylethyl)sulfamide, N-(2-arylethyl)sulfamic acid or 2-arylethylamidophosphate, is described. In vitro studies showed the desired compounds 10, 15, 19, and 25 synthesized accumulate to high levels in B-16 melanoma cells with low cytotoxicity.

Keywords

References

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