6937-52-6Relevant academic research and scientific papers
Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates
Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul
, p. 5022 - 5037 (2021/05/04)
Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.
Synthesis method of aromatic amide compound
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Paragraph 0031-0033, (2020/05/02)
The invention discloses a synthesis method of an aromatic amide compound, and belongs to the technical field of chemical synthesis. The synthesis method comprises the following steps: reacting an aldehyde compound, an O-benzoyl hydroxylamine compound and peroxide in an atmosphere for 6-10 h; and sequentially filtering, washing, drying and carrying out column chromatography separation and purification on the reaction solution after the reaction is finished to obtain the aromatic amide product. The method is direct, simple and efficient, the substrate universality is good, and the obtained aromatic amide compound has great applications in the fields of medicines, pesticides and high polymer materials.
Identification of key functionalization species in the Cp?Ir(iii)-catalyzed-: ortho halogenation of benzamides
Brown, Caleb A.,Guzmán Santiago, Alexis J.,Ison, Elon A.,Sommer, Roger D.
supporting information, p. 16166 - 16174 (2020/12/03)
Cp?Ir(iii) complexes have been shown to be effective for the halogenation of N,N-diisopropylbenzamides with N-halosuccinimide as a suitable halogen source. The optimized conditions for the iodination reaction consist of 0.5 mol% [Cp?IrCl2]2 in 1,2-dichlor
Rhodium-catalyzed direct coupling of benzothioamides with alkenes and alkynes through directed C-H bond cleavage
Yokoyama, Yuki,Unoh, Yuto,Bohmann, Rebekka Anna,Satoh, Tetsuya,Hirano, Koji,Bolm, Carsten,Miura, Masahiro
supporting information, p. 1104 - 1106 (2015/09/02)
Rhodium-catalyzed direct coupling of benzothioamides with alkenes proceeds smoothly involving ortho-CH bond cleavage. The thioamides also couple with alkynes under similar conditions accompanied by desulfurization and CN bond cleavage to produce indenone derivatives.
High-yielding, versatile, and practical [Rh(III)Cp*]-catalyzed ortho bromination and iodination of arenes
Schroeder, Nils,Wencel-Delord, Joanna,Glorius, Frank
supporting information; experimental part, p. 8298 - 8301 (2012/06/29)
We report a uniquely high-yielding, general, and practical ortho bromination and iodination reaction of different classes of aromatic compounds. This reaction occurs by Rh(III)-catalyzed C-H bond activation methodology and is therefore the first example of the application of this cationic catalyst for C-Br and C-I bond formation.
Regioselective Pd-catalyzed aerobic aza-Wacker cyclization for preparation of isoindolinones and isoquinolin-1(2 H)-ones
Yang, Guoqiang,Zhang, Wanbin
supporting information; experimental part, p. 268 - 271 (2012/03/09)
A switchable regioselective intramolecular aerobic aza-Wacker cyclization catalyzed by palladium is presented. Isoindolinones or isoquinolin-1(2H)-ones could be prepared selectively from the same substrates using different catalysts. The type and steric hindrance of the ligands may be the variables most significant for regiocontrol.
A facile conversion of aromatic esters to amides by using lithium amide under mild reaction condition
Deka, Dibakar C.,Purkayastha, Biswajit,Paul, Maumita
, p. 2641 - 2642 (2007/10/03)
One pot conversion of aromatic esters to amides has been achieved by use of lithium amides derived in situ by reacting n-butyl lithium with a primary or secondary amine at 0° C in diethyl ether as the solvent.
Cyclohex-1-ene carboxylic acids: Synthesis and biological evaluation of novel inhibitors of human 5α reductase
Baston, Eckhard,Salem, Ola I. A.,Hartmann, Rolf W.
, p. 31 - 38 (2007/10/03)
In search of novel nonsteroidal mimics of steroidal inhibitors of 5α reductase, 4-(2-phenylethyl)cyclohex-1-ene carboxylic acids 1-5 were synthesized with different substituents in para position of the phenyl ring (1: N,N-diisopropylcarbamoyl, 2: phenyl,
Metallation Studies with Pyrimidines
Katrizky, Alan R.,Salgado, Hector J.,Chermprapai, Amornsri,Ponkshe, Narayan K.
, p. 153 - 158 (2007/10/02)
2-Alkylamino-4,6-diphenylpyrimidines are acylated only at nitrogen after treatment with lithium di-isopropylamide (LDA). 4,6-Diaryl-1-benzylpyrimidin-2(1H)-ones can be acylated and alkylated at the α-CH3 group. 1-Methyl-4,6-di-p-tolylpyrimidin-2(1H)-one f
