73396-87-9Relevant articles and documents
Insertion Reaction of 2-Halo- N -allylanilines with K 2S Involving Trisulfur Radical Anion: Synthesis of Benzothiazole Derivatives under Transition-Metal-Free Conditions
Liu, Xin-Yu,Zhao, Yan-Wei,Jiang, Tian,Rao, Weidong,Wang, Shun-Yi
, p. 971 - 977 (2020/12/28)
A synthesis of benzothiazole derivatives through the reaction of 2-halo- N -allylanilines with K 2S in DMF is developed. The trisulfur radical anion S 3· -, which is generated in situ from K 2S in DMF, initiates
Porphyrinic Metal-Organic Framework Catalyzed Heck-Reaction: Fluorescence "turn-On" Sensing of Cu(II) Ion
Chen, Yu-Zhen,Jiang, Hai-Long
, p. 6698 - 6704 (2016/10/05)
It is of great importance for the highly selective, rapid, and sensitive detection of Cu(II) ion, as copper is an essential element in the environment and the human body, and exposure to high concentrations of Cu(II) will potentially cause health issues. In this work, we have developed a novel catalytic Heck reaction system based on Pd(II)-porphyrinic metal-organic framework (MOF), PCN-222-Pd(II), to generate highly fluorescent product in the presence of Cu(II). In this system, the achieved signal enlargement toward Cu(II) with high sensitivity not only takes advantage of a stronger binding affinity of Cu(II) over Pd(II) to the nitrogen atoms in the porphyrin, but also a rapid Pd(0)-catalyzed Heck-reaction triggered by the addition of Cu(II) ion. Compared with the previous detection methods, the current fluorescence "turn-on" approach not only realizes highly selective and sensitive detection of Cu(II) in aqueous solution, but also is able to separate the Cu(II) from the system. This work would open up a new door for MOF applications in the detection of metal ions in complex environments.
A Palladium-Catalyzed Double Carbonylation Approach to Isatins from 2-Iodoanilines
Laursen, Simon R.,Jensen, Mikkel T.,Lindhardt, Anders T.,Jacobsen, Mikkel F.,Skrydstrup, Troels
supporting information, p. 1881 - 1885 (2016/05/09)
A high-yielding procedure for the synthesis of isatins has been developed. Sequential Pd-catalyzed double carbonylation of 2-iodoanilines with near stoichiometric amounts of CO followed by acid-promoted cyclization readily affords an array of isatins. The conversion of 2-iodoanilines to isatins in good to excellent yields was found to proceed with good functional group tolerance. This protocol proved adaptable to 13C-isotope labeling of isatins, which was extended to the synthesis of the 13C-isotope labeled antiviral drug metisazone and the experimental anti-schizophrenia drug ML137.
Superacid-catalyzed tandem Meyer–Schuster rearrangement/intramolecular hydroamination of o-anilinopropargyl alcohols for the synthesis of 2,3-dihydro-4(1H)-quinolones
Sun, Guofeng,Cheng, Fengkai,Tao, Ruiheng,Sun, Yuxing,Pan, Jinpeng,Zhu, Yaohua,Wang, Zhonghua,Wu, Fanhong,Yin, Yan
supporting information, p. 1249 - 1256 (2016/08/16)
A TfOH-catalyzed synthesis of 2,3-dihydro-4(1H)-quinolones from o-anilinopropargyl alcohols was developed. Studies of N-protecting groups and substituents in phenyl rings showed that diverse groups could be applied. By controlling the catalyst loading, o-anilinopropargyl alcohols underwent the expected transformation smoothly to produce N-protected or N-deprotected 2,3-dihydro-4 (1H)-quinolones in good yields. This transformation probably involved a tandem Meyer–Schuster rearrangement/intramolecular hydroamination reaction process.
Highly selective N-allylation of anilines under microwave irradiation
Liu, Meiyu,Wang, Xie,Sun, Xiaoliang,He, Wei
, p. 2711 - 2714 (2014/05/06)
An easy and rapid procedure for the preparation of a variety of mono- and bis-allylated anilines via the reaction of allyl bromide with a wide range of anilines under microwave irradiation is described. This approach allows use of mild conditions and short reaction times to give high selectivities and excellent yields.
NOVEL METHOD OF PREPARING SECONDARY AMINE COMPOUND USING MICROFLOW REACTOR
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Paragraph 0086; 0087; 0088, (2013/06/05)
Disclosed is a novel method of preparing a secondary amine compound using a microflow reactor. According to the method, a primary amine compound and a halide compound are allowed to react with each other in the microflow reactor, such that the production
NOVEL METHOD OF PREPARING SECONDARY AMINE COMPOUND USING MICROFLOW REACTOR
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Page/Page column 16, (2011/09/14)
Disclosed is a novel method of preparing a secondary amine compound using a microflow reactor. According to the method, a primary amine compound and a halide compound are allowed to react with each other in the microflow reactor, such that the production
Single bifunctional ruthenium catalyst for one-pot cyclization and hydration giving functionalized indoles and benzofurans
Nair, Reji N.,Lee, Paul J.,Rheingold, Arnold L.,Grotjahn, Douglas B.
supporting information; scheme or table, p. 7992 - 7995 (2010/09/18)
Chemical equation Presented Bifunctional is more than twice as fun! At low loading, catalyst 1 (see scheme) can form two important heterocycle classes, apparently by attack of XH on a vinylidene intermediate. Aza- and nitroindoles can be formed, and all N-protecting groups tested (alkyl, allyl, sulfonyl) were tolerated. The newly formed ring can be deuterated in one step, and for substrates with two terminal alkynes, cyclization can be followed by hydration, making this catalyst uniquely versatile.
Highly selective N-Alkylation of amines promoted on silica: An efficient and recyclable surface
Basu, Basudeb,Paul, Susmita,Nanda, Ashis K.
experimental part, p. 1115 - 1120 (2010/05/02)
N-Alkylation of amines suffers from competing over alkylations. At the same time, use of strong base and other harsh conditions greatly limits providing a practical, generalized and selective procedure. Activated silica gel has been found to promote N-alkylations of amines. Here, we studied N-alkylation of amines with various types of alkyl halides, which finally constitute practical, highly selective and eco-friendly conditions for mono- or bis-alkylated amines at ambient temperature with recyclability of silica.
A new route to indolines by the cu-catalyzed cyclization reaction of 2-ethynylanilines with sulfonyl azides
Yoo, Eun Jeong,Chang, Sukbok
supporting information; experimental part, p. 1163 - 1166 (2009/04/06)
It is revealed that 2-sulfonyliminoindolines can be efficiently synthesized by the Cu-catalyzed cyclization reaction of N-alkyl-or aryl-substituted 2-ethynylanilines with sulfonyl azides. This new route to the indoline derivatives is characterized by mild
