Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund, Germany.
Org Biomol Chem. 2019 Jan 16;17(3):413-431. doi: 10.1039/c8ob02620c.
Indole polycycles are common structural frameworks of biologically intriguing small molecules of natural and synthetic origin and therefore remain interesting and challenging synthetic targets. Cascade reactions wherein a number of reactions occur in a sequential manner in the same reaction apparatus are highly efficient chemical processes which quickly build up molecular complexity. Synthetic approaches based on cascade reactions are highly useful as they tend to avoid multiple reaction work-up steps as well as purifications of all intermediary products. Therefore, in the last decade, a number of cascade reaction based approaches to build various molecular scaffolds of biological interest have been reported. However, a relatively smaller number of cascade reaction based synthetic strategies have targeted the indole polycycles. In this article, we have summarized some interesting cascade reaction based synthesis designs leading to complex indole polycycles including some biologically intriguing and natural product inspired indole frameworks.
吲哚多环是天然和合成来源的具有生物趣味性的小分子的常见结构框架,因此仍然是有趣且具有挑战性的合成目标。级联反应是指在同一反应装置中以顺序方式发生的多个反应,是高效的化学过程,可以快速构建分子复杂性。基于级联反应的合成方法非常有用,因为它们往往可以避免多个反应的后处理步骤以及所有中间产物的纯化。因此,在过去十年中,已经报道了许多基于级联反应的方法来构建具有生物意义的各种分子支架。然而,基于级联反应的合成策略相对较少地针对吲哚多环。在本文中,我们总结了一些有趣的基于级联反应的合成设计,这些设计可以构建复杂的吲哚多环,包括一些具有生物趣味性和受天然产物启发的吲哚骨架。