Chan Julian M W, Amarante Giovanni W, Toste F Dean
Department of Chemistry, University of California, Berkeley, California 94720, United States.
Tetrahedron. 2011 Jun 17;67(24):4306-4312. doi: 10.1016/j.tet.2011.04.011.
A tandem gold-catalyzed cycloisomerization/Suzuki cross coupling sequence involving arylethynyl-N-methyliminodiacetic acid boronates is described. Combining the mildness of homogeneous gold catalysis with the versatility of N-methyliminodiacetic acid (MIDA) boronates, this tandem two-step method enables the rapid assembly of various aryl-substituted heterocycles without having to isolate or purify any heterocyclic MIDA boronate intermediates. Another major advantage of this method is that a wide range of heterocycles bearing different aryl groups may be made from a single MIDA boronate alkyne precursor.
本文描述了一种串联金催化的环异构化/铃木交叉偶联反应序列,该反应涉及芳基乙炔基-N-甲基亚氨基二乙酸硼酸酯。将均相金催化的温和性与N-甲基亚氨基二乙酸(MIDA)硼酸酯的多功能性相结合,这种串联两步法能够快速组装各种芳基取代的杂环,而无需分离或纯化任何杂环MIDA硼酸酯中间体。该方法的另一个主要优点是,可以从单一的MIDA硼酸酯炔烃前体合成带有不同芳基的多种杂环。