72595-18-7Relevant academic research and scientific papers
Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles
Wang, Kai,Wei, Tingting,Zhang, Yujia,Hou, Jiahao,Bai, Renren,Xie, Yuanyuan
, p. 1787 - 1794 (2021/03/14)
A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.
T3P-promoted synthesis of a series of novel 3-aryl-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones
Silverberg, Lee J.,Pacheco, Carlos,Sahu, Debashish,Scholl, Peter,Sobhi, Hany F.,Bachert, Joshua T.,Bandholz, Kaitlyn,Bendinsky, Ryan V.,Bradley, Heather G.,Colburn, Baylee K.,Coyle, David J.,Dahl, Jonathon R.,Felty, Megan,Fox, Ryan F.,Gonzalez, Kyanna M.,Islam, Jasra M.,Koperna, Stacy E.,Moyer, Quentin J.,Noble, Duncan J.,Ramirez, Melissa E.,Yang, Ziwei
, p. 1797 - 1805 (2020/02/05)
A series of 11 novel 3-aryl-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones was prepared at room temperature by T3P-mediated cyclization of N-aryl-C-phenyl imines with thiosalicylic acid. This provides simple and ready access to N-aryl compounds in this family, which have been generally difficult to prepare.
C–H Bond Functionalization of 1,4-Benzoquinone by Silver-Mediated Regioselective Phosphination and Amination Reactions
Chang, Yu-Chang,Yuan, Pin-Ting,Hong, Fung-E
, p. 2441 - 2450 (2017/05/12)
The one-pot synthesis of 2,5-bis(diarylphosphoryl)-3,6-bis(arylamino)cyclohexa-2,5-diene-1,4-diones has been achieved by AgI-mediated full C–H functionalization of 1,4-benzoquinone (BQ) through regioselective dual phosphination and amination reactions. BQ, diarylphosphine oxides [SPOs, Ar2PH(=O)], and imines reacted to give the products under mild conditions. 1,4-Naphthoquinone (NQ) could also be used instead of BQ. When aniline was used instead of the corresponding imine, a lower yield of the desired product was obtained. In the absence of Ag2CO3, hydrophosphinylation of the imine by the SPO occurred as a competitive side-reaction. AgI plays versatile roles in this reaction, as a mediator for facilitating the consecutive additions of Ar2P(=O)– and aniline to the related β-carbon atoms of BQ, as an oxidant of hydroquinone (HQ) intermediates to form the substituted BQ counterpart, and as an inhibitor of the hydrophosphinylation side-reaction of the imine by the SPO. The X-ray crystal structures of several new products have been determined. A reaction mechanism is also proposed based on the experimental results.
Silver-catalyzed one-step synthesis of multiply substituted quinolines
Xu, Xuefeng,Liu, Wenmin,Wang, Zhiqiang,Feng, Yuquan,Yan, Yanlei,Zhang, Xu
supporting information, p. 226 - 229 (2015/12/31)
A silver-catalyzed formation of C-C bond for the construction of a series of polysubstituted quinolines from arylamines, aldehydes, and ketones or arylamines and 1,3-diketones has been developed. The transformation is effective for a broad range of substrates, thus enabling the expansion of constituent architectures on the heterocyclic framework. This use of a single catalytic system to mediate chemical transformations in a synthetic operation is important for the development of new atom-economic strategies and this strategy is efficient in building complex structures from simple starting materials in an environmentally benign fashion.
Silver-catalyzed three-component approach to quinolines starting from anilines, aldehydes, and alcohols
Zhang, Xu,Liu, Wenmin,Sun, Ruixue,Xu, Xuefeng,Wang, Zhiqiang,Yan, Yanlei
, p. 1563 - 1568 (2016/06/14)
A silver-catalyzed sequential formation of two C-C bonds for the construction of a series of polysubstituted quinolines from anilines, aldehydes, and alcohols under mild conditions has been developed. The transformation is effective for a broad range of substrates, including aliphatic alcohols, arylalkanols, cycloalkanols, and ethylene glycol, thereby permitting the expansion of the constituent architectures of the heterocyclic framework.
Structural investigation of weak intermolecular interactions in fluorine substituted isomeric N-benzylideneanilines
Kaur, Gurpreet,Roy Choudhury, Angshuman,Panini, Piyush,Chopra, Deepak
, p. 5096 - 5110,15 (2020/09/09)
The study of the influence of aromatic C-F group in directing crystal packing is an important area of current research. The role of the aromatic C-F group in the formation of weak intermolecular interactions in the absence of strong hydrogen bond donors a
Synthesis of imines, diimines and macrocyclic diimines as possible ligands, in aqueous solution
Simion, Alina,Simion, Cristian,Kanda, Tadeshige,Nagashima, Satoko,Mitoma, Yoshiharu,Yamada, Tomoko,Mimura, Keisuke,Tashiro, Masashi
, p. 2071 - 2078 (2007/10/03)
Although it is recognized that the presence of water is disadvantageous for imine synthesis, we demonstrate that such synthesis can be effective in completely aqueous media, without any catalyst and under mild conditions. Thus, arylaryl, aryl-alkyl, alkyl-aryl and alkyl-alkyl monoimines as well as a large variety of diimines are obtained by direct condensation of the corresponding carbonyl compounds and amines, in water. The same process is used to synthesize macrocyclic diimines starting from methylene, ethylene, trimethylene and tetramethylene glycol bis(2-formylphenyl ether) and ethylene-, trimethylene- and tetramethylene-diamine, some of these macrocycles being known for their chelating properties.
SYNTHESE VON FLUORIERTEN N-ARYLAMINO-ARYLMETHANPHOSPHONSAEUREDIALKYLESTERN
Gruss, Ulrike,Haegele, Gerhard
, p. 209 - 222 (2007/10/02)
Fluorinated α-C- and N-arylsubstituted aminomethanephosphonic acid diethylesters 5 are prepared in high yields by a "two-step" procedure: mixing equimolar amounts of fluorinated benzaldehydes 1 and anilines 2 to benzaldehyde-(N-aryl-)imines 3.Subsequently
