Liu, Jiang published the artcileEsterification of carboxylic acids with (¦Â-diazo-¦Á,¦Á-difluoroethyl)phosphonates under photochemical conditions, Quality Control of 104-03-0, the publication is Huaxue Xuebao (2021), 79(6), 747-750, database is CAplus.
Fluoroalkyl-substituted diazo compounds belong to one of the most powerful tools in organic synthetic chem. and their transformations have attracted numerous attention. Since the reagent, trifluorodiazoethane, was discovered in 1943, it has attracted many research interests in organic synthesis. On the contrary, the similar difluorodiazoethane (CF2HCHN2), which just changes CF3 group to CF2H group, however, leads to significant changes on their chem. properties, in particular the stability. Until now, the studies on difluorinated diazo compounds remain less explored. Therefore, the related chem. on difluorodiazoethane emerges as a hot research topic, and the inventory of methods for the preparation and application of new diazo compounds is continuously supplemented. In this communication, a visible-light- promoted esterification reaction of carboxylic acids with in situ generated (¦Â-diazo-¦Á,¦Á-difluoroethyl) phosphonates via O-H insertion has been achieved under mild conditions, which afforded ¦Á,¦Á-difluoromethyl phosphonates (DFMPs)-containing esters with good chem. yields. Several carboxylic acids and amines featuring various functional groups are well compatible in the reaction under photochem. conditions. A control experiment with the addition of D2O has been performed to verify the proton-transfer process involved in this reaction, and a possible mechanism containing in situ generation of diazo intermediate and protonation is provided. This reaction is operationally simple and shows good functional group compatibility providing an efficient and sustainable strategy for the assembly of ¦Á,¦Á-difluorinated phosphonate derivatives A typical procedure for this visible-light- promoted reaction between (¦Â-diazo-¦Á, ¦Á-difluoroethyl)phosphonates and carboxylic acids is presented as follows: into a vail were taken amine 1 (0.2 mmol), carboxylic acid 2 (0.1 mmol), t-BuONO (0.24 mmol) and CHCl3 (3 mL). The mixture was heated to 60¡ãC and stirred in the presence of 4.5 W blue LEDs for 4 h. Then, solvent was removed in vacuum. Product 3was purified by TLC plate of 20 cm¡Á20 cm using petroleum ether/ethyl acetate (4:1,V/V) as eluent.
Huaxue Xuebao published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, Quality Control of 104-03-0.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia