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Cobalt-catalyzed Hydroamination of Alkenes with 5-Substituted Tetrazoles: Facile access to 2,5-Disubstituted Tetrazoles and Asymmetric Intermolecular Hydroaminations.
Chemical & Pharmaceutical Bulletin ( IF 1.5 ) Pub Date : 2020-02-04 , DOI: 10.1248/cpb.c20-00068
Kenzo Yahata 1 , Yuki Kaneko 1 , Shuji Akai 1
Affiliation  

Herein, we describe a novel synthetic method for 2,5-disubstituted tetrazoles from 5-substituted tetrazoles using cobalt-catalyzed intermolecular hydroamination reaction of nonactivated olefins. Owing to its mild conditions, the method enabled the use of substrates having acid-labile functional groups, such as silyloxy and methoxymethyloxy groups. By using optically active cobalt complexes, asymmetric intermolecular hydroamination of nonactivated olefins, a longstanding challenge in synthetic organic chemistry, was developed to produce optically active disubstituted tetrazoles.

中文翻译:

用5-取代的四唑进行烯烃的钴催化的加氢胺化反应:容易获得2,5-二取代的四唑和不对称分子间加氢胺。

在这里,我们描述了一种使用钴催化的非活化烯烃的分子间加氢胺化反应从5个取代的四唑合成2,5-二取代的四唑的新方法。由于其温和的条件,该方法使得能够使用具有对酸不稳定的官能团如甲硅烷氧基和甲氧基甲氧基的底物。通过使用光学活性的钴配合物,非活性烯烃的不对称分子间氢化胺化反应(合成有机化学中的长期挑战)被开发出来,以生产光学活性的二取代的四唑。
更新日期:2020-02-04
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