33021-53-3Relevant academic research and scientific papers
A stereodynamic and redox-switchable encapsulation-complex containing a copper ion held by a tris-quinolinyl basket
Stojanovic, Sandra,Turner, Daniel A.,Share, Andrew I.,Flood, Amar H.,Hadad, Christopher M.,Badjic, Jovica D.
, p. 4429 - 4431 (2012)
We investigated the coordination of Cu(i)/Cu(ii) ions to chiral basket (S3)-1. The results of both experimental and computational studies suggest the formation of a copper redox-switchable system capable of entrapping CH3CN.
Benzoanalogous congeners of streptazolin
Kratzel, Martin,Weigl, Alexander
, p. 967 - 974 (1998)
Streptazolin, a unique natural compound with antibiotic and antifungal activities, is based on a hexahydro-1H-1-pyrindine system containing an internal urethane unit and an exocyclic ethylidene side chain. The diene system, which represents an important structural feature for biological activity, is also responsible for the propensity of streptazolin to polymerize upon concentration from organic solutions. The formal annulation of an aromatic ring under preservation (and prolongation) of the diene system leads to congeners with enhanced stability but reduced antibiotic activity.
Iron-Catalyzed Electrophilic Amination of Sodium Sulfinates with Anthranils
Liang, Baihui,Huang, Junjie,Zhu, Weidong,Li, Yawen,Jiang, Lanping,Gao, Yang,Xie, Feng,Li, Yibiao,Chen, Xiuwen,Zhu, Zhongzhi
, p. 1466 - 1473 (2021/02/09)
A practical method for the synthesis of N-(2-carbonylaryl) benzenesulfonamides via an iron-catalyzed electrophilic amination of sodium sulfinates with anthranils is described. This redox-neutral transformation has high atom efficiency and is achieved under simple and mild reaction conditions. A wide range of anthranils and sodium sulfinates were compatible in this transformation. Moreover, the synthetic potential of this methodology was further demonstrated by the synthesis of various useful N-heterocycles and derivatives.
Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions
Yang, Yu-Ming,Yan, Wei,Hu, Han-Wei,Luo, Yimin,Tang, Zhen-Yu,Luo, Zhuangzhu
, p. 12344 - 12353 (2021/09/02)
A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.
Biocatalytic synthesis of quinoline derivatives via α-amylase catalysed one-pot domino aza-Michael/Aldol/aromatization reactions
Dutt, Sunil,Tyagi, Vikas
supporting information, (2021/12/01)
Quinoline moiety is a part of various drug molecules and natural products. Previously, a number of catalysts have been made available to synthesize substituted quinolines. Herein, we are reporting α-amylase catalysed synthesis of substituted quinolines via one-pot domino aza-Michael/Aldol/aromatization reactions. Moreover, the α-amylase enzyme from Aspergillus oryzae was found to catalyse the cascade reaction of various 2-aminobenzaldehydes with α, β-unsaturated carbonyls in high catalytic efficiency (56–86% yield).
Highly chemoselective deoxygenation of N-heterocyclic: N -oxides under transition metal-free conditions
Kim, Se Hyun,An, Ju Hyeon,Lee, Jun Hee
supporting information, p. 3735 - 3742 (2021/05/04)
Because their site-selective C-H functionalizations are now considered one of the most useful tools for synthesizing various N-heterocyclic compounds, the highly chemoselective deoxygenation of densely functionalized N-heterocyclic N-oxides has received much attention from the synthetic chemistry community. Here, we provide a protocol for the highly chemoselective deoxygenation of various functionalized N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst. Mechanistic studies imply that the excited state of the organophotocatalyst is reductively quenched by Hantzsch esters. This operationally simple technique tolerates a wide range of functional groups and allows high-yield, multigram-scale deoxygenation. This journal is
Highly Chemoselective Deoxygenation of N-Heterocyclic N-Oxides Using Hantzsch Esters as Mild Reducing Agents
An, Ju Hyeon,Kim, Kyu Dong,Lee, Jun Hee
supporting information, p. 2876 - 2894 (2021/02/01)
Herein, we disclose a highly chemoselective room-temperature deoxygenation method applicable to various functionalized N-heterocyclic N-oxides via visible light-mediated metallaphotoredox catalysis using Hantzsch esters as the sole stoichiometric reductant. Despite the feasibility of catalyst-free conditions, most of these deoxygenations can be completed within a few minutes using only a tiny amount of a catalyst. This technology also allows for multigram-scale reactions even with an extremely low catalyst loading of 0.01 mol %. The scope of this scalable and operationally convenient protocol encompasses a wide range of functional groups, such as amides, carbamates, esters, ketones, nitrile groups, nitro groups, and halogens, which provide access to the corresponding deoxygenated N-heterocycles in good to excellent yields (an average of an 86.8% yield for a total of 45 examples).
Selective reductive annulation reaction for direct synthesis of functionalized quinolines by a cobalt nanocatalyst
Xie, Rong,Lu, Guang-Peng,Jiang, Huan-Feng,Zhang, Min
, p. 239 - 243 (2020/02/15)
Due to the extensive applications of quinolines, the search for selective construction of such products has long been an attractive subject in scientific community. Herein, by developing a new N-doped ZrO2@C supported cobalt nanomaterial, it has been successfully applied as an efficient catalyst for the reductive annulation of 2-nitroaryl carbonyls with alkynoates and alkynones. The catalytic transformation allows synthesizing a wide array of funcitonalized quinolines with the merits of broad substrate scope, good functional group tolerance, excellent hydrogen transfer selectivity, reusable earth-abundant metal catalyst, and operational simplicity. The developed chemistry paves the ways for further design of hydrogen transfer-mediated coupling reactions by developing heterogeneous catalysts with suitable supports.
Biocatalytic Aza-Michael Addition of Aromatic Amines to Enone Using α-Amylase in Water
Dutt, Sunil,Goel, Vanshita,Garg, Neha,Choudhury, Diptiman,Mallick, Dibyendu,Tyagi, Vikas
supporting information, p. 858 - 866 (2020/01/03)
The Michael addition of amines with enones for synthesizing β-amino carbonyls constitutes a valuable transformation in organic chemistry. While various catalyst have been made available for catalyzing the Michael addition of aromatic amines to enones but
Synthesizing method of aromatic pyridinopyridine compound
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Paragraph 0105; 0106; 0107, (2017/07/20)
The invention discloses a synthesizing method of an aromatic pyridinopyridine compound, and belongs to the technical field of organic synthesizing. According to the technical scheme, the characteristics of the synthesizing method refers to the description. The method is simple, efficient, convenient to operate, mild in conditions, and wide in substrate applying scope.
