141247-91-8

Upstream product

• 90-46-0 9-hydroxyxanthene 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 92-83-1 xanthene 

Downstream Products

• 141-78-6 ethyl acetate 
• 15719-64-9 methylammonium carbonate 
• 71312-31-7 1-phenyl-2-(9H-xanthen-9-yl)ethanone 

Relevant academic research and scientific papers

Photogeneration of the Xanthyl Cation: β-Cleavage from Excited State Ketones

Irradiation of 9-xanthylacetone or 9-xanthylacetophenone in dilute acidic aqueous solution results in facile formation of the xanthyl cation.This cation photogeneration is not subject to acid catalysis over the acid range of 5-30percent H2SO4.In contrast, the thermal reaction requires considerably stronger acidic media, and its rate shows a strong dependence on acid concentration.Laser flash photolysis studies demonstrate that the excited-state mechanism proceeds through an initial homolytic carbon-carbon β-bond cleavage to generate the xanthyl radical.The xanthyl cation is produced from the xanthyl radical in a subsequent step, with oxygen acting as the oxidizing agent.The intermediacy of the xanthyl radical in the mechanism is also supported by the isolation of the radical coupling product bixanthyl from preparative irradiations.Triplet sensitization and quenching experiments demonstrate that the reaction proceeds through an excited triplet state of the ketone substrates.

Electrochemical dehydrogenative cross-coupling of xanthenes with ketones

A new external oxidant-free electrochemical dehydrogenative cross-coupling of xanthenes and ketones for the preparation of functionalized 9-alkyl-9H-xanthenes was developed. This method enables the formation of a new C(sp3)-C(sp3) bond through release of

Method for catalyzing CDC (cross dehydrogenative coupling) reaction with sulfonic acid funtionalized MOF (metal-organic framework)material

The invention discloses a method for catalyzing a CDC (cross dehydrogenative coupling) reaction with a sulfonic acid funtionalized MOF (metal-organic framework) material. The method comprises steps as follows: the CDC reaction is performed by utilizinga c

Autoxidative carbon-carbon bond formation from carbonhydrogen bonds

(Figure Presented) Only oxygen and acid! The oxidative coupling of xanthene and other activated benzylic compounds with carbon nucleophiles such as ketones, can be performed under ambient conditions without solvent by simply using oxygen and catalytic amounts of methanesulfonic acid. The proposed reaction mechanism involves substrate activation by formation of hydroperoxides; the method can therefore be regarded as an "autoxidative coupling reaction".

Manganese(III)-Mediated Carbon-Carbon Bond Formation in the Reaction of Xanthenes with Active Methylene Compounds

Oxidation of xanthenes with manganese(III) acetate in the presence of active methylene compounds such as 1,3-dicarbonyl compounds, malononitrile derivatives, acetone, and nitromethane selectively gives 9-substituted xanthene derivatives in good yields.A similar oxidation of thioxanthene also yields 2-(9-thioxanthenyl)-1,3-dicarbonyl compounds in 57-91 percent yields.The obtained 2-(9-xanthenyl)-1,3-dicarbonyl compounds are readily converted to 2-(9-xanthenylidene)-1,3-dicarbonyl derivatives using manganese(III) complexes or 2,3-dichloro-5,6-dicyano-1,4-benzoquinone.The mechanisms for the formation of 9-substituted xanthenes are discussed on the basis of the reaction intermediates, the electron-donating substituent effect on the xanthene ring system, effect of additives, and comparison with a reaction of radical-trapping reagents.