Concepedia

Synthesis and mechanism of novel fluorescent coumarin–dihydropyrimidinone dyads obtained by the Biginelli multicomponent reaction

Felipe Vitório, Thiago M. Pereira, Rosane Nora Castro, Guilherme P. Guedes, Cedric Stephan Graebin, Arthur Eugen Kümmerle

New Journal of Chemistry · 2015 · 54 citations · 23 references

DOI

Concepts

Abstract

Coumarin-β-ketoesters were used to synthesize new blue-fluorescent compounds exhibiting ICT. The Knoevenagel intermediate suggests that our Biginelli reaction passing by this mechanistic way is unlikely.

References

23

A Reexamination of the Mechanism of the Biginelli Dihydropyrimidine Synthesis. Support for an <i>N</i>-Acyliminium Ion Intermediate<sup>1</sup>

C. Oliver Kappe · The Journal of Organic Chemistry · 1997 · 449 citations

, , +13

Ultrafluorogenic Coumarin–Tetrazine Probes for Real‐Time Biological Imaging

Labros G. Meimetis, Jonathan Carlson, Randy J. Giedt et al. · Angewandte Chemie International Edition · 2014 · 247 citations · Full text

, , +17

Ketocoumarins

Dnolad P. Specht, Peter A. Martic, Samir Farid · Tetrahedron · 1982 · 196 citations

Researches on Pyrimidines. CXXXVI. The Mechanism of Formation of Tetrahydropyrimidines by the Biginelli Reaction<sup>1</sup>

Karl Folkers, Treat B. Johnson · Journal of the American Chemical Society · 1933 · 149 citations

, , +9

The Three‐Component Biginelli Reaction: A Combined Experimental and Theoretical Mechanistic Investigation

Rodrigo O. M. A. de Souza, Eduardo T. da Penha, Humberto M. S. Milagre et al. · Chemistry - A European Journal · 2009 · 135 citations

, , +9