98841-68-0Relevant academic research and scientific papers
Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination
Tan, Xuefeng,Massignan, Leonardo,Hou, Xiaoyan,Frey, Johanna,Oliveira, Jo?o C. A.,Hussain, Masoom Nasiha,Ackermann, Lutz
supporting information, p. 13264 - 13270 (2021/05/06)
Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.
C?H Oxygenation Reactions Enabled by Dual Catalysis with Electrogenerated Hypervalent Iodine Species and Ruthenium Complexes
Massignan, Leonardo,Tan, Xuefeng,Meyer, Tjark H.,Kuniyil, Rositha,Messinis, Antonis M.,Ackermann, Lutz
supporting information, p. 3184 - 3189 (2020/01/24)
The catalytic generation of hypervalent iodine(III) reagents by anodic electrooxidation was orchestrated towards an unprecedented electrocatalytic C?H oxygenation of weakly coordinating aromatic amides and ketones. Thus, catalytic quantities of iodoarenes in concert with catalytic amounts of ruthenium(II) complexes set the stage for versatile C?H activations with ample scope and high functional group tolerance. Detailed mechanistic studies by experiment and computation substantiate the role of the iodoarene as the electrochemically relevant species towards C?H oxygenations with electricity as a sustainable oxidant and molecular hydrogen as the sole by-product. para-Selective C?H oxygenations likewise proved viable in the absence of directing groups.
Synthetic method of amide compound
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Paragraph 0098-0100, (2019/06/08)
The invention discloses a synthetic method of an amide compound. An organic carboxylic acid compound with the structure of a formula (I) and an amine compound with the structure of a formula (II) aresubjected to a grinding reaction to obtain the amide compound with the structure of a formula (III) in the presence of a coupling reagent. According to the synthetic method, a heat source is not required to be used for heating, and an organic solvent is also not required to be used as a medium, operation is easy, the reaction time is short, post-processing is easy, and industrial production is easy to achieve(Please see the specifications for the formulas).
Copper-Manganese Spinel Oxide Catalyzed Synthesis of Amides and Azobenzenes via Aminyl Radical Cations
Sultan, Shaista,Kumar, Manjeet,Devari, Shekaraiah,Mukherjee, Debaraj,Ali Shah, Bhahwal
, p. 703 - 707 (2016/03/05)
A highly efficient Cu-Mn-catalyzed process for the aminolysis of esters was developed. Also, the catalyst promoted the self- And cross-dehydrogenative coupling of anilines to generate symmetrical and unsymmetrical azobenzenes, respectively. The reactions were performed under neutral conditions with an inexpensive catalyst, gave high yields, and offered wide functional group tolerance. Spinel tap: A novel facet of aminyl radical cation reactivity with esters for the synthesis of amides is presented. The developed method also gives access to symmetrical and unsymmetrical azobenzenes. The reactions are performed under neutral conditions with an inexpensive catalyst, give high yields, and have a wide functional group tolerance.
Synthesis of functionalized carbamates and quinones via sequential oxidation of salicylaldehydes using TBHP as the oxidant
Rajendra Prasad,Suresh,Ravikumar,Reddy, N. Veera,Reddy, K. Rajender
supporting information, p. 6307 - 6310 (2014/12/10)
A sequential oxidative approach was designed to functionalize salicylaldehyde derivatives and provide corresponding bi-functional amide-carbamate and amide-quinone units. A combination of metal/metal free conditions and TBHP as the external oxidant provid
Ruthenium-catalyzed oxidative C(sp2)-H bond hydroxylation: Site-selective C-O bond formation on benzamides
Thirunavukkarasu, Vedhagiri S.,Hubrich, Jonathan,Ackermann, Lutz
supporting information; experimental part, p. 4210 - 4213 (2012/10/08)
Well-defined ruthenium carboxylate complexes enabled unprecedented ruthenium-catalyzed C(sp2)-H hydroxylations on benzamides with PhI(OAc)2 as the oxidant at a remarkably low catalyst loading of 1.0 mol %.
Synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups
OMahony, Gavin,Pitts, Andrew K.
supporting information; experimental part, p. 2024 - 2027 (2010/06/21)
Figure presented In this paper, a novel synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups is presented. Anionically activated trifluoromethyl groups react with secondary amines under aqueous conditions to afford tertiary amides. The mechanism involves initial elimination of hydrogen fluoride by an E1cB mechanism to afford an electrophilic quinone methide- or azafulvene-type intermediate that reacts with secondary amines under aqueous conditions to afford the tertiary amide in good yield (up to 99%).
Anionic ortho-fries rearrangement, a facile route to arenol-based mannich bases
Assimomytis, Nikos,Sariyannis, Yiannis,Stavropoulos, Georgios,Tsoungas, Petros G.,Varvounis, George,Cordopatis, Paul
experimental part, p. 2777 - 2782 (2010/03/03)
Phenol and 1-naphthol-based carbamates undergo the anionic ortho-Fries rearrangement to their corresponding amides. Bulky substitution at position 8 of 1-naphthol-based carbamates makes the rearrangement an exclusive reaction, even at -90 C, under a variety of conditions. The amides can be efficiently reduced to the corresponding Mannich bases. A novel route to 7-[(dialkylamino)methyl]-8- hydroxy-1-naphthaldehydes is presented.
4-derivatives coumarin-3-phosphonic acids and esters
Kostka, Krzysztof,Pastuszko, Slawomir,Kotynski, Andrzej,Budzisz, Elzbieta
, p. 199 - 209 (2007/10/03)
In the Arbuzov reactions of 2′-bromoacetoxyphenone with trimethyl phosphite the derivatives in position 4 of 3-phosphonocoumarinic acids and esters were obtained.
Exceptional active site H-bonding in enzymes? Significance of the 'oxyanion hole' in the serine proteases from a model study
Mock, William L.,Chua, Dave C. Y.
, p. 2069 - 2074 (2007/10/03)
For a series of secondary (N-butyl) and corresponding tertiary (N,N-tetramethylene) 5-substituted salicylamides, phenolic pKa values have been measured in order to assess the energetic dependence of intramolecular carboxamide-NH hydrogen bonding upon the basicity of an acceptor oxyanion.The results are summarized on a Broensted-type α coefficient of 0.12 (slope of ΔpKa, tertiary minus secondary, versus phenolic pKa of tertiary amide).Relative acidities of the same salicylamides in dimethylacetamide solution indicate that offsetting differences in anion hydration are not hidden in this coefficient.It is concluded that rather less transition-state stabilization from hydrogen bonding may be available within the active site of serine proteases than has previously been inferred from directed point mutations involving the enzymes.
