Haley Christopher K, Gilmore Christopher D, Stoltz Brian M
Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, United States.
Tetrahedron. 2013 Jul 8;69(27-28):5732-5736. doi: 10.1016/j.tet.2013.03.085.
A catalytic method for the decarboxylative coupling of 2-(azaaryl)carboxylates with aryl halides is described. The decarboxylative cross-coupling presented is mediated by a system catalytic in both palladium and copper without requiring stoichiometric amounts of organometallic reagents or organoboronic acids. This method circumvents additional synthetic steps required to prepare 2-azaaryl organometallics and organoborates as nucleophilic coupling partners, which are prone to protodemetallation and protodeborylation and produce potentially toxic byproducts.
本文描述了一种用于2-（氮杂芳基）羧酸酯与芳基卤化物脱羧偶联的催化方法。所呈现的脱羧交叉偶联由钯和铜双催化体系介导，无需化学计量的有机金属试剂或有机硼酸。该方法避免了制备作为亲核偶联伙伴的2-氮杂芳基有机金属化合物和有机硼酸酯所需的额外合成步骤，这些亲核偶联伙伴容易发生质子脱金属化和质子脱硼反应，并产生潜在有毒的副产物。
