52744-72-6Relevant academic research and scientific papers
Organocatalytic Atroposelective Construction of Axially Chiral N-Aryl Benzimidazoles Involving Carbon-Carbon Bond Cleavage
Man, Ningning,Lou, Zhenbang,Li, Yuming,Yang, Haijun,Zhao, Yufen,Fu, Hua
supporting information, p. 6382 - 6387 (2020/09/02)
Axially chiral compounds widely occur in natural products, biologically active molecules, ligands, and catalysts, and their efficient and enantioselective synthesis is highly desirable. Herein, we report a novel method for the atroposelective construction of axially chiral N-aryl benzimidazoles with chiral phosphoric acid as the organocatalyst via reaction of N1-(aryl)benzene-1,2-diamines with multicarbonyl compounds. The present method provided the target products in high yields (up to 89percent) with excellent enantioselectivity (up to 98percent ee).
Synthesis of fully-fused bisboron azomethine complexes and their conjugated polymers with solid-state near-infrared emission
Chujo, Yoshiki,Gon, Masayuki,Nakamura, Masashi,Ohtani, Shunsuke,Tanaka, Kazuo
supporting information, p. 6575 - 6578 (2020/07/02)
We describe herein a robust π-conjugated molecules with solid-state emission in the near-infrared (NIR) region (ΦF = 0.03-0.06). Initially, the diastereomers of bisboron azomethine complexes having phenyl groups in the same and opposite directions to the π-plane were synthesized. These diastereomers showed emission properties with larger red-shifts (>200 nm) and 10 times larger emission efficiencies than those of the mononuclear complex. Theoretical calculation data indicate that superior optical properties of the bisboron complexes should be attributable to efficient expansion of the π-conjugated system. In addition, the bisboron compounds and their conjugated polymers exhibited intense NIR emissions even in the solid state. This journal is
Carbon isotope labeling of carbamates by late-stage [11C], [13C] and [14C]carbon dioxide incorporation
Del Vecchio, Antonio,Talbot, Alex,Caillé, Fabien,Chevalier, Arnaud,Sallustrau, Antoine,Loreau, Olivier,Destro, Gianluca,Taran, Frédéric,Audisio, Davide
supporting information, p. 11677 - 11680 (2020/10/19)
A general procedure for the late-stage [11C], [13C] and [14C]carbon isotope labeling of cyclic carbamates is reported. This protocol allows the incorporation of carbon dioxide, the primary source of carbon-14 and carbon-11 radioisotopes, in a direct, cost-effective and sustainable manner. A disconnection/reconnection strategy, involving ring opening/isotopic closure, was also implemented.
From Prochiral N-Heterocyclic Carbenes to Optically Pure Metal Complexes: New Opportunities in Asymmetric Catalysis
Kong, Lingyu,Morvan, Jennifer,Pichon, Delphine,Jean, Marion,Albalat, Muriel,Vives, Thomas,Colombel-Rouen, Sophie,Giorgi, Michel,Dorcet, Vincent,Roisnel, Thierry,Crévisy, Christophe,Nuel, Didier,Nava, Paola,Humbel, Stéphane,Vanthuyne, Nicolas,Mauduit, Marc,Clavier, Hervé
supporting information, p. 93 - 98 (2020/01/09)
Well-defined optically pure transition metal (TM) complexes bearing C1- and C2-symmetric N-heterocyclic carbene (NHC) ligands were prepared from prochiral NHC precursors. As predicted by DFT calculations, our strategy capitalizes on
Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl Iodoniums
Zhu, Daqian,Li, Min,Wu, Zhouming,Du, Yongliang,Luo, Bingling,Huang, Peng,Wen, Shijun
supporting information, p. 4566 - 4571 (2019/07/09)
Oxygenation of cyclic diphenyl iodoniums (CDPIs) with varied medium-ring sizes has been fully investigated. This practical copper-catalyzed tandem reaction of CDPIs with water as the oxygen source enables the construction of derivatised dibenzofurans and xanthenes at moderate to good yields. Moreover, structurally important xanthones are also successfully accessed under the oxygenation conditions with additional TEMPO.
Gold(i)-catalysed high-yielding synthesis of indenes by direct Csp3-H bond activation
Nahide, Pradip D.,Jiménez-Halla, J. Oscar C.,Wrobel, Katarzyna,Solorio-Alvarado, César R.,Ortiz Alvarado, Rafael,Yahuaca-Juárez, Berenice
supporting information, p. 7330 - 7335 (2018/10/24)
A catalytic, practical and high-yielding procedure for the synthesis of indenes by direct Csp3-H activation under gold(i) catalysis was developed. The scope of the protocol was determined by synthesizing some electron-neutral, electr
Sunlight-Driven Forging of Amide/Ester Bonds from Three Independent Components: An Approach to Carbamates
Zhao, Yating,Huang, Binbin,Yang, Chao,Chen, Qingqing,Xia, Wujiong
supporting information, p. 5572 - 5575 (2016/11/17)
A photoredox catalytic route to carbamates enabled by visible irradiation (or simply sunlight) has been developed. This process leads to a novel approach to the construction of heterocyclic rings wherein the amide or ester motifs of carbamates were assembled from three isolated components. Large-scale experiments were realized by employing continuous flow techniques, and reuse of photocatalyst demonstrated the green and sustainable aspects of this method.
Intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF: A synthetic approach to indene derivatives
Chen, Yan-Yan,Chen, Zhen-Yu,Zhang, Niu-Niu,Chen, Jia-Hua,Zhang, Xue-Jing,Yan, Ming
, p. 599 - 606 (2016/02/19)
A method for the intramolecular addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical. Indene derivatives were prepared by the intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. A free-radical reaction mechanism is proposed.
New (S)-proline derivatives as catalysts for the enantioselective aldol reaction
Maleev,Gugkaeva,Moskalenko,Tsaloev,Lyssenko
scheme or table, p. 1903 - 1907 (2011/01/08)
(2S)-N-{2-[(R)-Hydroxy(phenyl)methyl]phenyl}pyrrolidine-2-carboxamide, (2 S)-N-{2-[(S)-hydroxy(phenyl)methyl]phenyl}pyrrolidine-2-carboxamide, and (S)-N-{2-[hydroxy-(diphenyl)methyl]phenyl}pyrrolidine-2-carboxamide were obtained and tested as catalysts for an asymmetric aldol reaction of 4-nitrobenzaldehyde with acetone.
Studies of 4H-3,1-benzoxazines. 14. Structure and some properties of 2-[2-hydroxyphenyl(naphthyl)]-1,2-dihydro-4H-3,1-benzoxazines
Gromachevskaya,Kosulina,Borodavko
, p. 1068 - 1077 (2008/09/16)
It has been shown that the condensation of tertiary aminophenylcarbinols with 2-hydroxybenz(naphth)aldehydes gives the corresponding 1,2- dihydrobenzoxazines and their structural Schiff base isomers. The reaction of 2-[2-hydroxyphenyl(naphthyl)]-1,2-dihyd
