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Rapid Bis‐Coupling Reactivity with Triarylbismuth Reagents: Synthesis of Structurally Diverse Scaffolds and Step‐economic Convergent Synthesis of Quebecol
Author(s) -
Rao Maddali L. N.,
Murty Venneti N.,
Nand Sachchida
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901830
Subject(s) - chemistry , alkyne , reagent , reactivity (psychology) , alkene , combinatorial chemistry , yield (engineering) , enyne , convergent synthesis , aryl , natural product , palladium , coupling reaction , organic chemistry , catalysis , medicine , materials science , alternative medicine , alkyl , pathology , metallurgy
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.