20628-20-0Relevant academic research and scientific papers
Synthesis of a Zeolitic Imidazolate-Zinc Metal-Organic Framework and the Combination of its Catalytic Properties with 2,2,2-Trifluoroethanol for N-Formylation
Alamgholiloo, Hassan,Rostamnia, Sadegh,Hassankhani, Asadollah,Banaei, Reza
supporting information, p. 1593 - 1596 (2018/06/08)
A novel protocol is reported for the N-formylation of amines with formic acid by using the nanoporous zeolitic imidazolate framework ZIF-8 as a heterogeneous catalyst in 2,2,2-trifluoroethanol.
Diethyloxalate as “CO” Source for Palladium-Catalyzed Ethoxycarbonylation of Bromo- and Chloroarene Derivatives
Monrose, Amandine,Salembier, Helori,Bousquet, Till,Pellegrini, Sylvain,Pélinski, Lydie
supporting information, p. 2699 - 2704 (2017/08/16)
Palladium(II)-catalyzed ethoxycarbonylation of aryl bromides with diethyloxalate oxalate is described. Functionalized aromatic esters can be efficiently synthesized with only 0.65 mol % PdCl2(PPh3)2 catalyst under microwav
Oxidative Cleavage of C2-C3 Bond in Isatin Using (Diacetoxyiodo)benzene: A Facile Synthesis of Carbamates of Alkyl Anthranilates
Kalbandhe, Amit H.,Kavale, Ashish C.,Thorat, Prerana B.,Karade, Nandkishor N.
supporting information, p. 763 - 768 (2016/03/12)
On reaction with (diacetoxyiodo)benzene, isatin and N-acetyl isatin undergo the oxidative C2-C3 bond cleavage to form carbamates of alkyl anthranilates and alkyl 2-acetamidobenzoate, respectively.
Reactivity of 2-methyl-4H-3,1-benzoxazin-4-ones and 2-methyl-4H-pyrido[2,3- d][1,3]oxazin-4-one under microwave irradiation conditions
Prousis, Kyriakos C.,Tzani, Andromachi,Avlonitis, Nicolaos,Calogeropoulou, Theodora,Detsi, Anastasia
, p. 1313 - 1321 (2014/01/06)
The reactivity of variably substituted 2-methyl-4H-3,1-benzoxazin-4-ones and 2-methyl-4H-pyrido[2,3-d][1,3]oxazin-4-one towards carbon and oxygen nucleophiles under microwave irradiation conditions was investigated. Optimization of the reaction conditions of oxazinones with carbon nucleophiles led to the synthesis of a series of 4-hydroxy-quinolin-2-ones and 4-hydroxy-1,8-naphthyridin-2-ones in high yields, whereas reaction with a variety of alcohols proceeded smoothly to the formation of the corresponding N-acetyl-anthranilates and nicotinates.
Efficient synthesis of anthranilic esters via Pd-catalyzed dehydrogenative/decarbonylative coupling of anilides and glyoxylates
Wang, Sizhuo,Yang, Zhiyong,Liu, Jidan,Xie, Kai,Wang, Anwei,Chen, Xiang,Tan, Ze
supporting information, p. 9924 - 9926 (2012/11/07)
A novel way of synthesizing anthranilic esters was developed via Pd-catalyzed dehydrogenative/decarbonylative coupling between anilides and glyoxylates. The Royal Society of Chemistry 2012.
Electrochemical nuclear acetamidation of aromatic compounds at the platinum anode
Sharma, Laxmi Kant,Kumar, Sanjeev,Yadav, Pragati,Singh
, p. 1277 - 1280 (2008/12/23)
The electrochemical nuclear acetamidation of aromatic compounds ethylbenzoate, acetophenone, benzoic acid and benzene have been carried out at platinum anode under the process of nuclear oxidation. The removal of electrons from the aromatic π-electron system is achieved by the electrochemical oxidation. The electrolysis is carried out at the constant anode potential in an electrolytic cell assembly containing reaction mixture and electrodes. The products 4-acetamidoethylbenzoate, 4-acetamidoacetophenone, 4-acetamidobenzoic acid and N-phenylacetamide formed during the electrolysis are reported here.
Acylated 1,3-aminopropanols as repellents against bloodsucking arthropods
Boeckh,Breer,Geier,Hoever,Kruger,Nentwig,Sass
, p. 359 - 373 (2007/10/03)
Starting from a set of known repellent compounds, a general structural framework with high probability for repellent activity was developed by molecular modelling techniques. Synthesis, structure-biological activity relationships of acylated 1,3-aminoprop
Acylanthranils. 11. Reaction of Acylanthranils with Alcohols To Give the Corresponding Esters
Errede, L.A.,Ashley, P.E.,McBrady, J.J.,Yarian, D.R.
, p. 3825 - 3828 (2007/10/02)
Although the reactions of acetylanthranil (1, R = CH3) with nucleophilic molecules of the type HNu usually occur "abnormally" via nucleophilic attack at the less electropositive center, C-2 (pathway A, Scheme II), it was shown that reactions of 1 with the anion form, Nu(1-), always occur "normally" via nucleophilic attack at the more electropositive center, C-4 (pathway B, Scheme II).Thus, reaction of 1 with ROH in the presence of a small amount of RO(1-) gives the corresponding o-acetamidobenzoate ester 4 in very good yields, rather than the corresponding acetimidate 3.These results are consistent with the hypothesis that the "abnormal" selectivity is attributable to formation of a molecular complex, 1*(HNu)n, via hydrogen bonding with the heterocyclic nitrogen atom of 1, which favors subsequent nucleophilic attack at the adjacent electropositive center at C-2.Since Nu(1-) cannot be restrained by the tether of hydrogen bonding to the electron donating atoms of 1, reaction occurs "normally" via direct nucleophilic attack at C-4.
Ortho Vinylation of Aromatic Amides via Cyclopalladation Complexes
Horino, Hiroshi,Inoue, Naoto
, p. 4416 - 4422 (2007/10/02)
The reaction of acetanilide and meta- and para-substituted acetanilides with palladium acetate has given new ortho-palladated complexes 2a-j, which reacted with carbon monoxide, ethylene, or methyl vinyl ketone to produce the corresponding N-acylanthranilic esters 4a-m, 2-acetaminostyrenes 9k-p, and 4-aryl-3-buten-2-one derivatives 9a-j, respectively.Reactions of 2a with substituted olefins proceeded readily to give the 2-olefins 8a-h.Ortho-substituted acetanilides and N-methylacetanilide did not undergo complex formation with palladium acetate.
