Pd‐Catalyzed Domino Cross‐Coupling: Synthesis of Functionalized 4‐(Arylethynyl)Coumarins

Abstract

A Pd-catalyzed domino cross-coupling methodology was developed to synthesize various 4-(arylethynyl) coumarin derivatives involving 4-(gem-dibromovinyl) coumarins and triarylbismuths as threefold aryl donor reagents. In these reactions, 4-(gem-dibromovinyl)coumarin derivatives have been cross-coupled with sub-stoichiometric amounts of triarylbismuth reagents. This study involving mono-, chemoselective and bis-couplings have been demonstrated with versatile reactivity under the established Pdcatalyzed domino coupling conditions affording good to high product yields.

Metal‐Catalyzed Divergent Synthetic Methods for Pyrrolocoumarins and Furocoumarins

“…The 4‐(arylethynyl)‐3‐bromocoumarins required for this study are prepared using the cross‐coupling method reported with 3‐bromo‐4‐( gem ‐dibromovinyl)coumarins and triarylbismuth reagents under palladium‐catalyzed conditions (Scheme 3) from our research group [12a] …”

Advances in Polybenzocoumarins: Synthesis, Applications and Fluorescent Properties

“…In 2021, Maddali L. N. Presented a powerful [64] and convenient P‐coupled domino cross‐coupling methodology of a new type. This approach makes it possible to synthesize coumarin derivatives with 4‐(arylethynyl) substitutions, addressing the issue of diversity.…”

Two Novel coumarin-based fluorescent probes for the detection of Cu2+ and biological applications

“…Coumarin dyes are widely used in uorescent probes because of their low biotoxicity, high uorescence sensitivity, good photostability and easy modi cation of the main chain [22][23][24][25][26][27][28][29][30] . Coumarin derivatives can also be used as uorescence markers or imaging agents to identify tumor lesions and study the subcellular localization of drugs [31][32][33][34][35][36][37][38][39][40][41][42] . In this paper, two novel uorescent probes were synthesized using coumarin with an aldehyde (CHO group) as the uorophore.…”