基于自由基反应或钯（0）催化反应的异吲哚并苯并氮杂卓生物碱的合成。

Synthesis of isoindolobenzazepine alkaloids based on radical reactions or Pd(0)-catalyzed reactions.

作者信息

Onozaki Yu, Kurono Nobuhito, Senboku Hisanori, Tokuda Masao, Orito Kazuhiko

机构信息

Laboratory of Organic Synthesis, Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.

出版信息

J Org Chem. 2009 Aug 7;74(15):5486-95. doi: 10.1021/jo900311g.

DOI:10.1021/jo900311g

PMID:19459596

Abstract

Methods for synthesis of a ring system characteristic of isoindolobenzazepine alkaloids were studied. Synthesis of lennoxamine and a formal synthesis of chelenine were accomplished in a short route via radical or Pd(0)-catalyzed cyclization as the key step. An altenative approach based on a radical migration of a cyano group or Pd(0)-catalyzed carbonylation was also developed for both alkaloids.

摘要

研究了异吲哚并苯并氮杂卓生物碱特征环系的合成方法。通过以自由基或钯（0）催化环化作为关键步骤的短路线完成了lennoxamine的合成以及白屈菜碱的形式合成。还针对这两种生物碱开发了基于氰基自由基迁移或钯（0）催化羰基化的另一种方法。