10546-70-0Relevant articles and documents
Aminolysis of 2,2,2-Trichloro-1-arylethanones in Aprotic Solvents
Druzian, Janice,Zucco, Cesar,Rezende, Marcos Caroli,Nome, Faruk
, p. 4767 - 4771 (1989)
The kinetics of the reaction of the title substrate with various alkylamines was studied in n-heptane, dichloromethane, dioxane, tetrahydrofuran, and acetonitrile.The reaction was third-order in amine when the solvent was n-heptane or dichloromethane.In the other solvents a second-order dependence on was observed.The fourth-order rate constants for the reaction of n-butylamine with various 2,2,2-trichloro-1-arylethanones in dichloromethane yielded a ρ value of 3.0.In all solvents the observed rate constans decreased with a temperature increase.Two mechanistic possibilities were suggested, the first one in solvents of low donicity, involving a T0 intermediate formed in a concerted process with the participation of an amine dimer; and the second one, a stepwise process in more basic solvents which takes place via a T+/- intermediate.Base-catalyzed collapse of the tetrahedral intermediates is the rate-determining step in both pathways.
Synthesis of CF3-containing isoindolinone derivatives through rhodium-catalyzed oxidative coupling of benzamides with 2-trifluoromethylacrylate
Yoshimoto, Risa,Morisaka, Hideaki,Usuki, Yoshinosuke,Shibata, Yu,Tanaka, Ken,Satoh, Tetsuya
, p. 1481 - 1483 (2020)
The oxidative coupling of benzamides with methyl 2- trifluoromethylacrylate proceeds smoothly under rhodium(III) catalysis to produce trifluoromethyl-substituted isoindolinone derivatives. The catalyst system [CpERhCl2]2/AgSbF6 is effective for the oxidat
The direct amidation of α-diketones with amines via TBHP-promoted oxidative cleavage of C(sp2)-C(sp2) bonds
Zhao, Qiong,Li, Hongji,Wang, Lei
, p. 6772 - 6779 (2013)
A novel and efficient direct amidation of α-diketones with amines via TBHP-promoted oxidative cleavage of C(sp2)-C(sp2) bonds has been developed. The strategy provides an alternative approach to amides under metal-free conditions.
Nickel-catalyzed aminocarbonylation of aryl halides using carbamoylsilane as an amide source
Wen, Xue-Ping,Han, Yu-Ling,Chen, Jian-Xin
, p. 45107 - 45112 (2017)
The nickel-catalyzed aminocarbonylation of aryl halides using carbamoylsilane as an amide source is developed. The procedure can prepare both tertiary and secondary amides, and is applicable to various carbamoylsilanes and aryl halides containing differen
Hydroamination of unactivated alkenes catalyzed by novel platinum(II) N -heterocyclic carbene complexes
Cao, Peng,Cabrera, Jose,Padilla, Robin,Serra, Daniel,Rominger, Frank,Limbach, Michael
, p. 921 - 929 (2012)
Cationic platinum(II) complexes with bi- or tridentate (pincer) functionalized NHC ligands were found to be catalytically active in the hydroamination of unactivated alkenes. In some cases, the presence of water had an activating effect on the complexes. Reactions with the N-nucleophilic substrate morpholine led to a noncatalytic reaction in which the deprotonation product of the key cationic β-aminoalkyl platinum complex could be isolated and characterized. Surprisingly, attempted protonation of this complex did not give the expected N-alkylated product, indicating either the thermodynamic unfavorability of C-Pt bond cleavage or its kinetic inertness.
Electrophilic Activation of Amides for the Preparation of Polysubstituted Pyrimidines
Stopka, Tobias,Adler, Pauline,Hagn, Gerhard,Zhang, Haoqi,Tona, Veronica,Maulide, Nuno
, p. 194 - 202 (2019)
In this article we describe the straightforward synthesis of polysubstituted pyrimidines by electrophilic activation of secondary amides in the presence of alkynes. An unusual mechanistic detour leading to pyridine derivatives as products is also presente
Direct synthesis of amides and imines by dehydrogenative homo or cross-coupling of amines and alcohols catalyzed by Cu-MOF
Anbardan, Soheil Zamani,Bozcheloei, Abolfazl Hassani,Mokhtari, Javad,Yari, Ahmad
, p. 20788 - 20793 (2021)
Oxidative dehydrogenative homo-coupling of amines to imines and cross-coupling of amines with alcohols to amides was achieved with high to moderate yields at room temperature in THF using Cu-MOF as an efficient and recyclable heterogeneous catalyst under mild conditions. Different primary benzyl amines and alcohols could be utilized for the synthesis of a wide variety of amides and imines. The Cu-MOF catalyst could be recycled and reused four times without loss of catalytic activity.
Amidoethylation of Anthracene Hydride by N-Aroylaziridines: Inner-sphere Single Electron Transfer (SET) and Radical Coupling confirmed
Lin,Stamm
, p. 646 - 647 (1998)
Regioselectivity (near 1:1) of substitutive ring opening of 1-benzoyl-2-methylaziridine by anthracene hydride is incompatible with common nucleophilic attack and thus confirms the radical coupling path.
POLYAMIDE-BOUND METAL COMPLEX CATALYSTS:SYNTHESIS, CHARACTERIZATION AND CATALYTIC PROPERTIES
Michalska, Z. M.,Ostaszewski, B.
, p. 259 - 270 (1986)
A series polyamides having different numbers of methylene groups in their repeating units have been synthesized by interfacial polycondensation of terephthaloyl chloride with piperazine and aliphatic diamines H2N(CH2)nNH2 (n = 2, 6, 10).These m
The Mechanisms of Photochemical Reactions of o-Sulfobenzoic Imides
Ono, Isao,Sato, Shohei,Fukuda, Kiyoshi,Inayoshi, Tomoko
, p. 2051 - 2055 (1997)
The photochemical processes of N-propyl-o-sulfobenzoic imide to the amides were investigated in ethanol and monocyclic aromatics, such as benzene, anisole, toluene, polymethylbenzenes, and benzonitrile. It was clarified that although both the S1 and T1 states took part in those photochemical reactions, the mechanisms were different in ethanol and those aromatics. The mechanism in ethanol is thought to involve hydrogen-atom abstraction from ethanol by a diradical formed after the extrusion of sulfur dioxide. The mechanism in aromatics involved an energy transfer from the singlet excited aromatic molecules to the sulfobenzoic imide and the addition of the resulting diradicals to the partner aromatics. Although the sulfobenzoic imide sensitized to a triplet state by acetophenone in benzene resulted as well in the formation of the arylated benzamide, this process was minor in comparison with the process via the S1 state. This was attributed to the triplet multiplicity of the diradical. The reactions of the sulfobenzoic imide with p-xylene and mesitylene were less predominant than those with toluene and anisole, which was attributable to a steric effect of plural methyl groups on the ring. The fact that no formation of the arylated benzamides took place in the case of benzonitrile could be explained by a strong inductitive effect of a cyano group of benzonitrile.
