吲哚及其衍生物的合成,更具体地说,双(吲哚基)甲烷(BIM),对有机化学一直是一个非常感兴趣的领域,因为这些化合物表现出一系列有趣的生物学和药理学性质。BIM天然存在于十字花科蔬菜中,并已被证明是有效的抗真菌药,抗菌,抗炎,甚至还有抗癌药物.传统上,通过醛与吲哚的酸性缩合,已经实现了BIM的合成,利用各种质子酸或路易斯酸。然而,由于我们社会的环保意识增强,重点已经转向开发更绿色的合成技术,比如光催化,有机催化,使用纳米催化剂,微波辐射,球磨,连续流,还有更多。因此,在这次审查中,我们总结了BIM的药用特性和开发的BIM合成方案,利用醛与吲哚的反应,同时专注于多年来开发的更环保的方法。
The synthesis of indoles and their derivatives, more specifically bis(indolyl)methanes (
BIMs), has been an area of great interest in organic chemistry, since these compounds exhibit a range of interesting biological and pharmacological properties.
BIMs are naturally found in cruciferous vegetables and have been shown to be effective antifungal, antibacterial, anti-inflammatory, and even anticancer agents. Traditionally, the synthesis of
BIMs has been achieved upon the acidic condensation of an aldehyde with indole, utilizing a variety of protic or Lewis acids. However, due to the increased environmental awareness of our society, the focus has shifted towards the development of greener synthetic technologies, like photocatalysis, organocatalysis, the use of nanocatalysts, microwave irradiation, ball milling, continuous flow, and many more. Thus, in this review, we summarize the medicinal properties of
BIMs and the developed BIM synthetic protocols, utilizing the reaction between aldehydes with indoles, while focusing on the more environmentally friendly methods developed over the years.