15953-73-8Relevant articles and documents
Solid-state and solution structures of a series of [(HBPz3Me2)Rh(CO)(PR3)] and [(HBPz3Me2,4Cl)Rh(CO)(PR3)] complexes
Malbosc, Fran?ois,Chauby, Valérie,Serra-Le Berre, Carole,Etienne, Michel,Daran, Jean-Claude,Kalck, Philippe
, p. 2689 - 2697 (2001)
Addition of 1 equiv. of a phosphane or phosphite ligand to the κ3-bonded [TpMe2Rh(CO)2] and [TpMe2,4ClRh(CO)2] dicarbonyl precursors gives the monosubstituted complexes [TpRh(CO)L]. The X-ray crystal
Site-Selective C–H Functionalization of (Hetero)Arenes via Transient, Non-symmetric Iodanes
Fosu, Stacy C.,Hambira, Chido M.,Chen, Andrew D.,Fuchs, James R.,Nagib, David A.
supporting information, p. 417 - 428 (2019/02/14)
Fosu, Hambira, and colleagues describe the direct C–H functionalization of medicinally relevant arenes or heteroarenes. This strategy is enabled by transient generation of reactive, non-symmetric iodanes from anions and PhI(OAc)2. The site-selective incorporation of Cl, Br, OMs, OTs, and OTf to complex molecules, including within medicines and natural products, can be conducted by the operationally simple procedure included herein. A computational model for predicting site selectivity is also included. The discovery of new medicines is a time- and labor-intensive process that frequently requires over a decade to complete. A major bottleneck is the synthesis of drug candidates, wherein each complex molecule must be prepared individually via a multi-step synthesis, frequently requiring a week of effort per molecule for thousands of candidates. As an alternate strategy, direct, post-synthetic functionalization of a lead candidate could enable this diversification in a single operation. In this article, we describe a new method for direct manipulation of drug-like molecules by incorporation of motifs with either known pharmaceutical value (halides) or that permit subsequent conversion (pseudo-halides) to medicinally relevant analogs. This user-friendly strategy is enabled by combining commercial iodine reagents with salts and acids. We expect this simple method for selective, post-synthetic incorporation of molecular diversity will streamline the discovery of new medicines. A strategy for C–H functionalization of arenes and heteroarenes has been developed to allow site-selective incorporation of various anions, including Cl, Br, OMs, OTs, and OTf. This approach is enabled by in situ generation of reactive, non-symmetric iodanes by combining anions and bench-stable PhI(OAc)2. The utility of this mechanism is demonstrated via para-selective chlorination of medicinally relevant arenes, as well as site-selective C–H chlorination of heteroarenes. Spectroscopic, computational, and competition experiments describe the unique nature, reactivity, and selectivity of these transient, unsymmetrical iodanes.
Cu1.5PMo12O40-catalyzed condensation cyclization for the synthesis of substituted pyrazoles
Yang, Guo-Ping,He, Xing,Yu, Bing,Hu, Chang-Wen
, (2018/09/12)
A convenient and direct approach has been developed for the preparation of pyrazole derivatives by the condensation cyclization of hydrazines/hydrazide and 1,3-diketones in the presence of Cu1.5PMo12O40 (0.33?mol%) under mild conditions (r.t.-60?°C, 10–30?min). Notably, the reaction was found to be scalable as 99% yield was obtained when the reaction was performed at a 5-mmol scale. This solvent-free and halogen-free catalytic system represents an effective economic and environmentally friendly method for the construction of pyrazoles.
A mild halogenation of pyrazoles using sodium halide salts and Oxone
Olsen, Kathryn L.,Jensen, Matthew R.,MacKay, James A.
supporting information, p. 4111 - 4114 (2017/09/29)
A mild, inexpensive, and operationally simple pyrazole halogenation method utilizing Oxone and sodium halide salts is reported. This work documents 17 examples of alkyl, aryl, allyl, and benzyl substituted 4-chloro and 4-bromopyrazoles, obtained in up to 93% yield. Reactions are performed in water under ambient conditions and generation of organic byproducts is avoided.
A two-valence sulfonyl isoxazole derivatives and use thereof
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Paragraph 0010; 0039; 0048-0049, (2017/10/07)
The invention discloses a bi-titer sulfonyl isoxazole derivative in the technical field of organic compound weedicides, and application thereof. The bi-titer sulfonyl isoxazole derivative has a molecular structural formula shown as a general formula I. The invention further discloses a preparation method of the bi-titer sulfonyl isoxazole derivative. The bi-titer sulfonyl isoxazole derivative has very high activity of inhibiting weed growth and killing and removing weeds, and can be used in agricultural production, and is classified as a novel active component for weedicides.
Synthesis and characterization of some symmetrical substituted 1-(2-chloroethyl)pyrazole-based chalcogenides
Pundir,Mehta,Mobin,Bhasin
, p. 99 - 105 (2019/01/16)
The present paper describes the synthesis of some symmetrical substituted 1-(2-chloroethyl) pyrazole-based dichalcogenides and monochalcogenides by reacting different 3,4,5-trisubstituted 1-(2-chloroethyl) pyrazole derivatives with in situ prepared Na2E2 (E = S, Se, Te) and sodium hydrogen selenide, respectively. All compounds were fully characterized by different spectroscopic techniques, namely, IR, 1H, 13C, 77Se nuclear magnetic resonance, and mass spectrometry. X-ray crystal structure determination of 1,2-bis(2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)ethyl)diselane (10b) reveals intermolecular Se·N·H interactions between two molecules.
WATER-SOLUBLE PYRAZOLE DERIVATIVES AS CORROSION INHIBITORS
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Paragraph 0113, (2016/12/22)
Disclosed are nitrogen-containing heterocyclic compounds of relatively low aquatic toxicity and methods of using the heterocyclic compounds as corrosion inhibitors. The present method is used to inhibit corrosion of a metal surface in contact with an aqueous system using pyrazole derivatives, and provides enhanced protection against corrosion of metals in aqueous systems. The method comprises the use of corrosion inhibitors that are generally resistant to halogen attack and provide good corrosion resistance in the presence of oxidizing halogen-based biocides. Formulations comprising pyrazole derivatives are also disclosed.
A combined experimental and natural bonding orbital charges study on the one-pot regioselective synthesis of 4-chloropyrazoles
Li, Yi,Liu, Yuanyuan,Xu, Guanghui,Chen, Kai,He, Guangke,Huang, Bin
, p. 658 - 661 (2015/01/16)
The mechanism of a DMF-catalysed electrophilic/nucleophilic chlorination of pyrazole is illustrated with the aid of calculations of the natural bonding orbital charges. Its high regioselectivity and good functionality tolerance of nine pyrazole substrates
Design, practical synthesis, and biological evaluation of novel 6-(Pyrazolylmethyl)-4-quinoline-3-carboxylic acid derivatives as HIV-1 integrase inhibitors
Hu, Liming,Yan, Song,Luo, Zaigang,Han, Xiao,Wang, Yujie,Wang, Zhanyang,Zeng, Chengchu
, p. 10652 - 10666 (2012/11/07)
A series of novel 6-(pyrazolylmethyl)-4-oxo-4H-quinoline-3-carboxylic acid derivatives bearing different substituents on the N-position of quinoline ring were designed and synthesized as potential HIV-1 integrase (IN) inhibitors, based on the structurally related GS-9137 scaffold. The structures of all new compounds were confirmed by 1H-NMR, 13C-NMR and ESI (or HRMS) spectra. Detailed synthetic protocols and the anti-IN activity studies are also presented.
Organic compounds
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Page/Page column 70, (2010/03/02)
There are described cyclohexyl amide derivatives useful as corticotropin releasing factor (CRF1) receptor antagonists.