Goossen Lukas J, Deng Guojun, Levy Laura M
Institut für Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse, Building 54, D-67663 Kaiserslautern, Germany.
Science. 2006 Aug 4;313(5787):662-4. doi: 10.1126/science.1128684.
We present a safe and convenient cross-coupling strategy for the large-scale synthesis of biaryls, commercially important structures often found in biologically active molecules. In contrast to traditional cross-couplings, which require the prior preparation of organometallic reagents, we use a copper catalyst to generate the carbon nucleophiles in situ, via decarboxylation of easily accessible arylcarboxylic acid salts. The scope and potential economic impact of the reaction are demonstrated by the synthesis of 26 biaryls, one of which is an intermediate in the large-scale production of the agricultural fungicide Boscalid.
我们提出了一种安全便捷的交叉偶联策略，用于大规模合成联芳基化合物，这类化合物是生物活性分子中常见的具有重要商业价值的结构。与传统交叉偶联反应不同，传统反应需要预先制备有机金属试剂，而我们使用铜催化剂，通过易于获取的芳基羧酸盐脱羧原位生成碳亲核试剂。通过合成26种联芳基化合物证明了该反应的适用范围和潜在经济影响，其中一种是农业杀菌剂啶酰菌胺大规模生产中的中间体。
