2018
DOI: 10.1002/aoc.4599
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A cost‐effective shortcut to prepare organoselenium catalysts via decarboxylative coupling of phenylacetic acid with elemental selenium

Abstract: An interesting decarboxylative coupling reaction of phenylacetic acid with elemental selenium was discovered and employed for the preparation efficient organoselenium catalysts for Baeyer-Villiger reaction and oxidative deoximation reaction. Compared with the traditionally used Grignard reagent method, the decarboxylative coupling reaction with selenium powders provides a shortcut for the preparation of organoselenium catalysts free of carcinogenic organohalide starting materials, toxic and odorous selenol int… Show more

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Cited by 20 publications
(7 citation statements)
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“…Various strategies are adopted to obtain catalytically relevant organosulphur and organoselenium ligands of various types including thioethers, selenoethers, Schiff bases, pincer ligands, carbene precursors and esters. [166][167][168][169][170][171][172][173] In the majority of such ligands, the sulphur and selenium donor site remain present as C-S-C or C-Se-C. The strategies used to obtain such interesting ligand frameworks are discussed under this sub-section.…”
Section: Important Strategies For Synthesismentioning
confidence: 99%
“…Various strategies are adopted to obtain catalytically relevant organosulphur and organoselenium ligands of various types including thioethers, selenoethers, Schiff bases, pincer ligands, carbene precursors and esters. [166][167][168][169][170][171][172][173] In the majority of such ligands, the sulphur and selenium donor site remain present as C-S-C or C-Se-C. The strategies used to obtain such interesting ligand frameworks are discussed under this sub-section.…”
Section: Important Strategies For Synthesismentioning
confidence: 99%
“…Also, diselenide synthesis was purposed by decarboxylative coupling of phenylacetic acid with selenium powder, potential alternative to otherwise frequently employed methods with transition metal or hazardous chemicals like Grignard reagent [175] …”
Section: Overview On Selenium‐catalyzed/selenium Incorporating Transfmentioning
confidence: 99%
“…In 2018, Yu and co‐workers [16] disclosed a decarboxylative coupling reaction of phenylacetic acid and elemental selenium for the synthesis of a mixture of symmetrical dibenzyl diselenide and dibenzyl selenide ( 5 ) (Scheme 5a). The addition of hydroquinone resulted in no formation of the desired product, supporting a radical way.…”
Section: Synthesis Of Organoselenium Compounds With Elemental Seleniummentioning
confidence: 99%