Synthesis of fused polycyclic β-carboline derivatives using Ugi-4CR followed by cascade cyclization

• Published in: Molecular diversity Vol. 27; no. 2; pp. 951 - 957
• Main Authors: Kumar, Vipin, Saxena, Anjali, Patra, Ranjan, Ray, Devalina, Li, Hong-yu, Saha, Biswajit
• Format: Journal Article
• Language: English
• Published: Cham Springer International Publishing 01.04.2023; Springer Nature B.V
• Subjects: Acids; Biochemistry; Biomedical and Life Sciences; Carbolines; Cyclization; Life Sciences; Natural products; Organic Chemistry; Pharmaceutical industry; Pharmacy; Polymer Sciences; Short Communication; Single crystals; Ugi-4CR; Polycyclic β-carboline derivatives; Cascade cyclization
• ISSN: 1381-1991; 1573-501X
• DOI: 10.1007/s11030-022-10451-3

Ugi-four component reaction (Ugi-4CR) is extremely attractive for diversity-oriented and step economical synthesis as evident from past applications. Here we report the synthesis of fused polycyclic β-carboline derivatives by sequential Pictet-Spengler’s and Ugi-4CR multi-component reaction followed by cascade cyclization. The post cyclisation of Ugi product provides conformationally stable heterocyclic molecule that is expected to be suitable for interaction with different biological targets. The methodology provides a simple and facile access to heterocycles embedded in polycyclic framework which otherwise seems difficult to synthesize by conventional methods. Graphical abstract Synthesis of fused Polycyclic β-Carboline Derivatives Using Ugi-4CR Followed by Cascade Cyclization