15241-32-4Relevant academic research and scientific papers
Visible-light-promoted C-C bond cleavage: Photocatalytic generation of iminium ions and amino radicals
Cai, Shunyou,Zhao, Xinyang,Wang, Xinbo,Liu, Qisong,Li, Zigang,Wang, David Zhigang
, p. 8050 - 8053 (2012)
Photoscissors: Structurally variable and synthetically robust iminium ions and amino radicals species could be simultaneously generated by visible-light-promoted photoredox cleavage of the C-C bonds in simple vicinal diamine precursors under very mild reaction conditions. Copyright
Palladium-Catalyzed Formal (3 + 2) Cycloaddition Reactions of 2-Nitro-1,3-enynes with Vinylaziridines, -epoxides, and -cyclopropanes
Drew, Melanie A.,Tague, Andrew J.,Richardson, Christopher,Pyne, Stephen G.,Hyland, Christopher J. T.
, p. 4635 - 4639 (2021)
A two-step Pd-catalyzed (3 + 2) cycloaddition/HNO2 elimination reaction sequence has been developed to give novel cyclic 1,3-dien-5-yne systems from Pd-stabilized zwitterionic 1,3-dipoles and 2-nitro-1,3-enyne substrates. The process is highly atom-efficient and tolerates the reaction of 2-vinyloxirane, 1-tosyl-2-vinylaziridine, and diethyl 2-vinylcyclopropane-1,1-dicarboxylate derived 1,3-dipoles with a variety of 2-nitro-1,3-enyne substrates. The stereochemistry of the intermediate (3 + 2) cycloadducts was determined by single crystal X-ray analysis. Furthermore, a selective kinetic elimination of the cycloadduct with an antiperiplanar relationship between the NO2 group and the participating hydrogen was demonstrated, allowing for efficient isolation of a single diastereoisomer of the cycloadduct.
Novel approach in the synthesis of imidazo [1, 2-a] pyridine from phenyl acrylic acids
Mutkule, Nilesh,Bugad, Nageshprasad,Mokale, Santosh,Choudhari, Vilas,Ubale, Milind
supporting information, p. 3186 - 3192 (2020/06/23)
This paper describes highly efficient concise method for the synthesis of imidazo[1,2-a] pyridine. It is a first report employing, amino pyridines, copper nitrate, and phenyl acrylic acids in the synthesis of imidazo[1,2-a] pyridine. The silent features of the devised protocol include the high yield, milder reaction conditions, and shorter reaction time.
Yolk-shell-structured mesoporous silica: A bifunctional catalyst for nitroaldol-Michael one-pot cascade reaction
An, Juzeng,Cheng, Tanyu,Xiong, Xi,Wu, Liang,Han, Bin,Liu, Guohua
, p. 5714 - 5720 (2016/07/21)
Great interest in heterogeneous asymmetric catalysis has focused on obtaining an enantioselective cascade reaction through a controllable active site-isolated heterogeneous catalyst. Herein, we utilize a yolk-shell-structured mesoporous silica and assemble an active site-isolated bifunctional heterogeneous catalyst, where chiral cinchonine-based squaramide molecules are anchored within a silicate channel as an outer shell while amine-functionalities are entrapped onto a silicate yolk as an inner core. Structural analyses and characterizations of the heterogeneous catalyst reveal its well-defined single-site chiral active species within its silicate network. Electron microscopy confirms the yolk-shell-structured mesoporous material. As presented in this study, as a bifunctional heterogeneous catalyst, it enables an efficiently nitroaldol-Michael cascade reaction to conduct the three-component coupling of nitromethane, aldehyde and acetylacetone into various chiral diones with high yields and up to 99% enantioselectivities in a one-pot process. As expected, this active site-isolated catalyst not only enhances the catalytic selectivity of the first-step nitroaldol condensation, but also keeps the enantioselectivity of the second-step Michael addition. Moreover, the heterogeneous catalyst can be also recovered easily and recycled repeatedly, making it an interesting feature in a three-component organic transformation.
Zeolite Y-assisted nitration of aromatic and heterocyclic compounds and decarboxylative nitration of α,β-unsaturated acids under non-conventional conditions
Sudhakar Chary,Rajanna,Krishnaiah,Srinivas
, p. 1430 - 1434 (2016/03/08)
Zeolite Y was found to be an efficient catalyst for a facile nitration of aromatic compounds with acetonitrile as the solvent in the presence of small amounts of HNO3 at room temperature. The reactions afforded mono-nitro derivatives of aromatic compounds in about three hours under stirred conditions with high yields and regioselectivity. The reaction times drastically reduced to about 20 min under sonication and to about 20 s under microwave irradiation. Zeolite is recovered after completion of the reaction and recycled for three to four times without any problem. The approach is particularly appropriate for the conversion of unsaturated cinnamic acids into nitrostyrenes.
Ultrasonically Assisted Rate Enhancements in Trichloroisocyanuric Acid/DMF/NaNO2 Triggered Nitration of Aromatic Compounds and Decarboxylative Nitration of α,β-Unsaturated Acids
Kumar, Mukka Satish,Rajanna, Kamatala Chinna,Venkateswarlu, Marri,Venkanna, Purugula,Saiprakash, Pondichery Kuppuswamy
, p. 2251 - 2258 (2015/09/22)
An efficient and safe method for nitration of aromatic compounds and decarboxylative nitration of α,β-unsaturated acids was developed using trichloroisocyanuric acid (TCICA)/dimethylformamide (DMF) in the presence of NaNO2. The reaction times of conventional protocol reduced from 8-10 h to 1.0-1.5 h (60-90 min) under sonication, even though the yields are comparable under both the conditions.
Stereoselective reaction of 2-carboxythioesters-1,3-dithiane with nitroalkenes: An organocatalytic strategy for the asymmetric addition of a glyoxylate anion equivalent
Massolo, Elisabetta,Benaglia, Maurizio,Genoni, Andrea,Annunziata, Rita,Celentano, Giuseppe,Gaggero, Nicoletta
, p. 5591 - 5596 (2015/05/27)
An efficient organocatalytic methodology has been developed to perform the stereoselective addition of 2-carboxythioesters-1,3-dithiane to nitroalkenes. Under mild reaction conditions γ-nitro-β-aryl-α-keto esters with up to 92% ee were obtained, realizing a formal catalytic stereoselective conjugate addition of the glyoxylate anion synthon. The reaction products are versatile starting materials for further synthetic transformations; for example, the simultaneous reduction of the nitro group and removal of the dithiane ring was accomplished, allowing the preparation of a GABAB receptor agonist baclofen.
17a-HYDROXYLASE/C17,20-LYASE INHIBITORS
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Paragraph 0347, (2014/03/21)
The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5, R6, A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.
Probing the evolution of an Ar-BINMOL-derived salen-Co(iii) complex for asymmetric Henry reactions of aromatic aldehydes: Salan-Cu(ii) versus salen-Co(iii) catalysis
Wei, Yun-Long,Yang, Ke-Fang,Li, Fei,Zheng, Zhan-Jiang,Xu, Zheng,Xu, Li-Wen
, p. 37859 - 37867 (2014/11/07)
A new type of chiral salen-Co catalyst that features aromatic π-walls and an active Co(iii) center has been developed for enantioselective Henry/nitroaldol reactions on the basis of salen-Cu catalysis. The asymmetric Henry reaction of aromatic aldehydes a
Probing the evolution of an Ar-BINMOL-derived salen-Co(iii) complex for asymmetric Henry reactions of aromatic aldehydes: Salan-Cu(ii) versus salen-Co(iii) catalysis
Wei, Yun-Long,Yang, Ke-Fang,Li, Fei,Zheng, Zhan-Jiang,Xu, Zheng,Xu, Li-Wen
, p. 37859 - 37867 (2014/12/11)
A new type of chiral salen-Co catalyst that features aromatic π-walls and an active Co(iii) center has been developed for enantioselective Henry/nitroaldol reactions on the basis of salen-Cu catalysis. The asymmetric Henry reaction of aromatic aldehydes a
