Rapid Bis‐Coupling Reactivity with Triarylbismuth Reagents: Synthesis of Structurally Diverse Scaffolds and Step‐economic Convergent Synthesis of Quebecol

Abstract

The cross‐coupling study of gem‐dibromoesters with triarylbismuths as threefold arylating reagents was investigated under palladium‐catalyzed conditions. This study using triarylbismuth reagents explored the cross‐coupling reactivity with various functionalized gem‐dibromoesters. It furnished a variety of multi‐functional trisubstituted acrylates embedded with aryl, alkene and alkyne scaffolds in high yields. The present study in turn, provided easy access to various triarylated acrylates and functionalized 1,3‐dienyl and 1,3‐enyne esters. Further, the established method applied in the step‐economic and convergent synthesis of quebecol natural product in good yield.

Diarylation of thiazolopyrimidines by laccase and their in vitro evaluation as antitumor agents

“…These scaffolds have been conventionally prepared through boronic acid 8 , and bismuth 9 substituted catechols used in C–C coupling reactions in the presence of palladium as a catalyst (Fig. 2 a).…”

Chemo‐selective Synthesis of 4‐Chloro‐3‐(arylethynyl)coumarins and their Synthetic Transformations

“…Even otherwise, the chemoselective synthesis of 4‐chloro‐3‐(arylethynyl)coumarins using Sonogashira coupling is a challenging task. Our group is actively engaged in developing new methodologies [10] using gem ‐dibromoalkenes and atom‐economic triarylbismuth reagents including bis‐coupling reactions [10h] (Scheme 1e). In addition, we have also reported a few coumarin based couplings with triarylbismuth reagents [11] .…”