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An expedient synthesis of ellipticine via Suzuki-Miyaura coupling
Authors:Takeo Konakahara  Y.B. Kiran  Reiko Ikeda  Norio Sakai
Affiliation:a Department of Pure and Applied Chemistry, Faculty of Science & Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan
b Research Institute for Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan
c Center for Technologies against Cancer, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan
Abstract:A simple and efficient total synthesis of ellipticine was developed via the Suzuki-Miyaura coupling of sterically sensitive 2-hydroxybenzeneboronic acid with a multifunctional aryl halide using Pd(OAc)2 as a catalyst and Cu(OAc)2·H2O as an additive in DMSO/H2O as a key step followed by double N-arylation and cyclization.
Keywords:Ellipticine   Suzuki-Miyaura coupling   Formylation   Steric sensitivity   Double N-arylation
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