铜或膦催化的炔烃与异腈的反应。由催化剂控制的取代吡咯的区域选择性合成。
Copper- or phosphine-catalyzed reaction of alkynes with isocyanides. Regioselective synthesis of substituted pyrroles controlled by the catalyst.
作者信息
Kamijo Shin, Kanazawa Chikashi, Yamamoto Yoshinori
机构信息
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
出版信息
J Am Chem Soc. 2005 Jun 29;127(25):9260-6. doi: 10.1021/ja051875m.
PMID:15969607
Abstract
The copper-catalyzed reaction of isocyanides (CNCH2EWG1) 1 with electron-deficient alkynes (RC[triple bond]CEWG2) 2 gave the 2,4-di-EWG-substituted pyrroles 3 selectively, whereas the phosphine-catalyzed reaction of 1 with 2 afforded the 2,3-di-EWG-subsituted pyrroles 4. Accordingly, regioselective synthesis of substituted pyrroles has been achieved by merely choosing the catalyst.
摘要
异腈（CNCH2EWG1）1与缺电子炔烃（RC≡CEWG2）2的铜催化反应选择性地生成了2,4-二-EWG-取代的吡咯3，而1与2的膦催化反应则得到了2,3-二-EWG-取代的吡咯4。因此，仅通过选择催化剂就实现了取代吡咯的区域选择性合成。
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