Sonogashira cross-coupling as a key step in the synthesis of new glycoporphyrins

Abstract

The glycoporphyrins are an important subclass of porphyrin family of compounds. Their biological importance is under intensive development, because they exhibit increased solubility in polar solvents and they might provide...

Carbohydrate–macrocycle conjugates for biomedical applications

“…Sonogashira cross-coupling. Malinowski's group reported the first example of an organometallic Sonogashira cross-coupling to form a C-C bond between glycal and halogenated porphyrins at the meso-aryl rings 73 (Fig. 6, Reaction 10).…”

A selective chemosensor via click chemistry for Cu2+ and Hg2+ ions in organic media

“…14 The improvement can be achieved through synthetic routes, including "click" chemistry, 9,[15][16][17] azidealkyne cycloaddition, 18,19 and Sonogashira coupling reactions. [20][21][22] "Click" chemistry is a powerful tool for synthesizing 1,2,3-triazole-based sensors. In this method, azides and terminal alkynes react in the presence of a copper(I) catalyst to form 1,4-disubstituted-1,2,3-triazoles.…”

New Route to Glycosylated Porphyrins via Aromatic Nucleophilic Substitution (SNAr)—Synthesis and Cellular Uptake Studies

“…To remain efficient, new methodologies should be a fair compromise the between chemical properties of both moieties. Recently, we have published a new route to glycoporphyrins via the Sonogashira reaction [ 47 ]. In our current research, we decided to develop a new procedure of synthesis of sugar–porphyrin hybrids without the presence of any metal catalyst.…”