Center of Excellence in Chemical Methodologies and Library Development, University of Kansas, Lawrence, 66047, United States.
ACS Comb Sci. 2011 Sep 12;13(5):443-8. doi: 10.1021/co2000289. Epub 2011 Jun 30.
The construction of an unprecedented class of an indole-based library, namely, a 6,7-annulated-4-substituted 93-member indole library, using a strategic combination of 6,7-indolyne cycloaddition and cross-coupling reactions under both Suzuki-Miyaura and Buchwald-Hartwig conditions is described. This work represents the first example of library development that employs the indole aryne methodology. Annulated indoles, with the exception of only a few biologically active natural products (i.e., the trikentrins, herbindoles, teleocidins, and nodulisporic acids), have no representation in the PubChem or MLSMR databases. These structural entities are therefore predicted to have unique chemical property space characteristics and a high probability of exhibiting interesting biological activity.
本文描述了使用 6,7-吲哚啉环加成和交叉偶联反应的战略组合，在 Suzuki-Miyaura 和 Buchwald-Hartwig 条件下构建了前所未有的一类基于吲哚的文库，即 6,7-环化-4-取代的 93 成员吲哚文库。这项工作代表了使用吲哚芳基方法发展文库的第一个例子。除了少数具有生物活性的天然产物（即 trikentrins、herbindoles、teleocidins 和 nodulisporic acids）外，稠合吲哚在 PubChem 或 MLSMR 数据库中没有代表。因此，这些结构实体预计具有独特的化学性质空间特征，并极有可能表现出有趣的生物活性。
