16452-11-2Relevant academic research and scientific papers
Synthesis of a thiophene-fused isoindigo derivative: A potential building block for organic semiconductors
Zhao, Na,Qiu, Li,Wang, Xiao,An, Zengjian,Wan, Xiaobo
, p. 1040 - 1044 (2014)
Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-f]indol- 6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials.
Strained heterocyclic systems. 19. 1-azatriptycene and derivatives
Hodge Markgraf,Davis, Howard A.,Ernst, Peter S.,Hirsch, Kevin S.,Leonard, Kathryn J.,Morrison, Marlene E.,Myers, Christopher R.
, p. 183 - 188 (1991)
The preparations of 1-azatripycene (1) and its 9-chloro, 9-deutero, and 1-oxide derivatives are reported. The basicity of 1 is compared to model compounds.
Synthesis of a thiophene-fused isoindigo derivative: A potential building block for organic semiconductors
Zhao, Na,Qiu, Li,Wang, Xiao,An, Zengjian,Wan, Xiaobo
supporting information, p. 1040 - 1044 (2015/02/19)
Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-f]indol-6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials.
Improving the stability and catalyst lifetime of the halogenase RebH by directed evolution
Poor, Catherine B.,Andorfer, Mary C.,Lewis, Jared C.
, p. 1286 - 1289 (2014/06/24)
We previously reported that the halogenase RebH catalyzes selective halogenation of several heterocycles and carbocycles, but product yields were limited by enzyme instability. Here, we use directed evolution to engineer an RebH variant, 3-LR, with a Topt over 5-°C higher than that of wild-type, and 3-LSR, with a Tm 18-°C higher than that of wild-type. These enzymes provided significantly improved conversion (up to fourfold) for halogenation of tryptophan and several non-natural substrates. This initial evolution of RebH not only provides improved enzymes for immediate synthetic applications, but also establishes a robust protocol for further halogenase evolution. Evolving halos: We have used directed evolution to engineer an RebH halogenase variant with a Topt more than 5-°C higher than that of wild-type RebH, and a second variant with a Tm 18-°C higher. These enzymes provided significantly improved conversion for halogenation of tryptophan and several non-natural substrates.
A High-Throughput Assay for Arylamine Halogenation Based on a Peroxidase-Mediated Quinone-Amine Coupling with Applications in the Screening of Enzymatic Halogenations
Hosford, Joseph,Shepherd, Sarah A.,Micklefield, Jason,Wong, Lu Shin
supporting information, p. 16759 - 16763 (2016/02/12)
Arylhalides are important building blocks in many fine chemicals, pharmaceuticals and agrochemicals, and there has been increasing interest in the development of more "green" halogenation methods based on enzyme catalysis. However, the screening and development of new enzymes for biohalogenation has been hampered by a lack of high-throughput screening methods. Described herein is the development of a colorimetric assay for detecting both chemical and enzymatic arylamine halogenation reactions in an aqueous environment. The assay is based on the unique UV/Vis spectrum created by the formation of an ortho-benzoquinone-amine adduct, which is produced by the peroxidase-catalysed benzoquinone generation, followed by Michael addition of either a halogenated or non-halogenated arylamine. This assay is sensitive, rapid and amenable to high-throughput screening platforms. We have also shown this assay to be easily coupled to a flavin-dependent halogenase, which currently lacks any convenient colorimetric assay, in a "one-pot" workflow.
Regioselective arene halogenation using the FAD-dependent halogenase RebH
Payne, James T.,Andorfer, Mary C.,Lewis, Jared C.
supporting information, p. 5271 - 5274 (2013/06/26)
Together we're strong: Co-expression of the halogenase RebH with GroEL/ES and fusion of the flavin reductase RebF to MBP enabled production of both enzymes on scales sufficient for preparative regioselective oxidative halogenation of arenes. The activity and selectivity of RebH contrasts with those reported for the structurally homologous halogenase PrnA, which only enabled halogenation of nonnatural substrates at their most electronically activated positions. Copyright
CuCl2 and FeCl3 as a new and efficient catalyst for the oxidative coupling of aryl amines into 1,1′-binaphthalene-2,2 /-diamines in the ionic liquid media
Montazeri, Naser,Tavana, Mahdie,Yousefian, Soghra,Firooz, Farzane Taj
scheme or table, p. 840 - 842 (2012/07/31)
A practical synthesis of 1,1′-binaphthalene-1,1′-diamines (BINAM) from a-naphthylamine is described here. The facile purification procedure of the method makes it amenable to gram scale synthesis of 1,1′-binaphthalene-1,1′-diamines with fairly high optical purity and yield of product.
INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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Page/Page column 79, (2009/06/27)
Compounds of formula (I): wherein R4, R6 and R7 are defined herein, are useful as inhibitors of HIV replication.
INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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Page/Page column 88-89, (2009/06/27)
Compounds of formula (I): wherein c, X, Y, R2, R4 and R5 are defined herein, are useful as inhibitors of HIV replication.
INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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Page/Page column 85-86, (2009/06/27)
The present invention relates to compounds of formula (I) wherein c, X, Y, R2, R3, R4 and R6 are as defined herein, compositions and uses thereof for treating human immunodeficiency virus (HIV) infection. In particular, the present invention provides novel inhibitors of HIV integrase, pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HIV infection
