Unprecedented synthesis of indole-linked tetra-substituted alkenes by catalyst-free domino reaction

Abstract

Herein, we report a simple, efficient catalyst-free green domino reaction of indole, arylglyoxal, and cyclic 1,3-dicarbonyls such as barbituric acid derivatives/dimedone at 100 °C in dimethylformamide medium in open air condition. In this reaction, one C–C and one CC bonds have been formed in one-pot without using any additive or metal based reagent. Considering the presence of indole, benzoyl and cyclic 1,3-dicarbonyl moieties in the products, it is expected that they will exhibit interesting medicinal properties. All the synthesized products were characterized by recording FTIR, ¹H NMR, ¹³C NMR, and HRMS. Moreover, a single crystal XRD of compound 4j was recorded to confirm the structure of the product. Operational simplicity, gram-scale synthesis, mild reaction conditions, good yields, and wide substrate scope are the salient features of this methodology.