92-18-2Relevant academic research and scientific papers
OXAZINE-BASED FLUOROPHORE COMPOUNDS FOR NERVE-SPECIFIC IMAGING
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Page/Page column 34-35, (2021/07/31)
This invention concerns novel oxazine-based fluorophore compounds useful in invivo nerve imaging, as well as compositions comprising them and methods for their use.
A stable organic dye catholyte for long-life aqueous flow batteries
Li, Hongbin,Fan, Hao,Ravivarma, Mahalingam,Hu, Bo,Feng, Yangyang,Song, Jiangxuan
supporting information, p. 13824 - 13827 (2020/11/18)
An organic dye, Basic blue 3 (BB3), was reported for the first time as a two-electron catholyte for aqueous redox flow batteries. The exceptional stability of BB3 enabled the full battery to achieve a high capacity retention of >99.991% per cycle during 1500 cycles.
Visible-Light-Enabled Direct Decarboxylative N-Alkylation
Arman, Hadi D.,Dang, Hang T.,Haug, Graham C.,Larionov, Oleg V.,Nguyen, Viet D.,Nguyen, Vu T.,Vuong, Ngan T. H.
supporting information, p. 7921 - 7927 (2020/04/10)
The development of efficient and selective C?N bond-forming reactions from abundant feedstock chemicals remains a central theme in organic chemistry owing to the key roles of amines in synthesis, drug discovery, and materials science. Herein, we present a dual catalytic system for the N-alkylation of diverse aromatic carbocyclic and heterocyclic amines directly with carboxylic acids, by-passing their preactivation as redox-active esters. The reaction, which is enabled by visible-light-driven, acridine-catalyzed decarboxylation, provides access to N-alkylated secondary and tertiary anilines and N-heterocycles. Additional examples, including double alkylation, the installation of metabolically robust deuterated methyl groups, and tandem ring formation, further demonstrate the potential of the direct decarboxylative alkylation (DDA) reaction.
NEAR-INFRARED NERVE-SPARING FLUOROPHORES
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Page/Page column 57, (2020/02/17)
Provided are far red to near-infrared nerve-sparing fluorescent compounds, compositions comprising them, and methods of their use in medical procedures.
NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION
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Paragraph 0198-0199, (2020/03/02)
Nerve-specific fluorophore formulations for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.
A Catalyst-Free Amination of Functional Organolithium Reagents by Flow Chemistry
Kim, Heejin,Yonekura, Yuya,Yoshida, Jun-Ichi
supporting information, p. 4063 - 4066 (2018/03/21)
Reported is the electrophilic amination of functional organolithium intermediates with well-designed aminating reagents under mild reaction conditions using flow microreactors. The aminating reagents were optimized to achieve efficient C?N bond formation without using any catalyst. The electrophilic amination reactions of functionalized aryllithiums were successfully conducted under mild reaction conditions, within 1 minute, by using flow microreactors. The aminating reagent was also prepared by the flow method. Based on stopped-flow NMR analysis, the reaction time for the preparation of the aminating reagent was quickly optimized without the necessity of work-up. Integrated one-flow synthesis consisting of the generation of an aryllithium, the preparation of an aminating reagent, and their combined reaction was successfully achieved to give the desired amine within 5 minutes of total reaction time.
Catalytic N-Alkylation of Amines Using Carboxylic Acids and Molecular Hydrogen
Sorribes, Iván,Cabrero-Antonino, Jose R.,Vicent, Cristian,Junge, Kathrin,Beller, Matthias
supporting information, p. 13580 - 13587 (2015/11/10)
A convenient, practical and green N-alkylation of amines has been accomplished by applying readily available carboxylic acids in the presence of molecular hydrogen. Applying an in situ formed ruthenium/triphos complex and an organic acid as cocatalyst, a broad range of alkylated secondary and tertiary amines are obtained in good to excellent yields. This novel method is also successfully applied for the synthesis of unsymmetrically substituted N-methyl/alkyl anilines through a direct three-component coupling reaction of the corresponding amines, carboxylic acids, and CO2 as a C1 source.
Ligand-free copper(i) oxide nanoparticle-catalysed amination of aryl halides in ionic liquids
Kessler, Michael T.,Robke, Silas,Sahler, Sebastian,Prechtl, Martin H. G.
, p. 102 - 108 (2014/01/06)
In the following, we present a simple and feasible methodology for a C-N coupling reaction using nanoscale Cu2O catalysts incorporated in n-Bu4POAc ionic liquid media. It is shown that a wide range of amines and aryl halides can be coupled selectively in high yields, without the use of ligands or additives (bases) and without precautions against water or air. All catalyses can be carried out with a nanoparticle catalyst loading as low as 5 mol%, based on the used precursor.
CuI/DMPAO-catalyzed N-arylation of acyclic secondary amines
Zhang, Yu,Yang, Xinye,Yao, Qizheng,Ma, Dawei
supporting information; experimental part, p. 3056 - 3059 (2012/07/28)
DMPAO has been found to be a powerful ligand to enable copper-catalyzed coupling of aryl halides with aliphatic acyclic secondary amines take place under relatively mild conditions, and coupling of aryl halides with primary amines and cyclic secondary amines proceeds at low catalyst loading.
Cu(ii)-catalyzed C-H (SP3) oxidation and C-N cleavage: Base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source
Zhang, Lei,Peng, Chen,Zhao, Dan,Wang, Yue,Fu, Hai-Jian,Shen, Qi,Li, Jian-Xin
supporting information; experimental part, p. 5928 - 5930 (2012/07/27)
Base-switched methylenation and formylation using tetramethylethylenediamine (TMEDA) as a carbon source have been achieved under mild conditions, catalyzed by CuCl2, with atmospheric oxygen as oxidant. Bisindolylmethanes, diphenylmethanes and 3-formylindoles were synthesized with excellent regioselectivity and good yield.
