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Palladium-catalyzed Sonogashira coupling reactions in ?-valerolactone-based ionic liquids.

ABSTRACT: It was demonstrated that the ?-valerolactone-based ionic liquid, tetrabutylphosphonium 4-ethoxyvalerate as a partially bio-based solvent can be utilized as alternative reaction medium for copper- and auxiliary base-free Pd-catalyzed Sonogashira coupling reactions of aryl iodides and functionalized acetylenes under mild conditions. Twenty-two cross-coupling products were isolated with good to excellent yields (72-99%) and purity (>98%). These results represent an example which proves that biomass-derived safer solvents can be utilized efficiently in common, industrially important transformations exhibiting higher chemical and environmental efficiency.

SUBMITTER: Orha L

PROVIDER: S-EPMC6902853 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids.

Orha László L Tukacs József M JM Kollár László L Mika László T LT

Beilstein journal of organic chemistry 20191203

It was demonstrated that the γ-valerolactone-based ionic liquid, tetrabutylphosphonium 4-ethoxyvalerate as a partially bio-based solvent can be utilized as alternative reaction medium for copper- and auxiliary base-free Pd-catalyzed Sonogashira coupling reactions of aryl iodides and functionalized acetylenes under mild conditions. Twenty-two cross-coupling products were isolated with good to excellent yields (72-99%) and purity (>98%). These results represent an example which proves that biomass ...[more]

PMID: 31839836

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