62436-67-3Relevant academic research and scientific papers
Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands
Liu, Tao,Wang, Biqin,Wang, Peng,Wu, Yichen,Xu, Wen-Qiang,Yang, Lei
supporting information, p. 13365 - 13368 (2021/12/17)
The development of chiral architectures for chiral ligand and catalyst discovery is essential for asymmetric catalysis. Herein, we report the concise synthesis of a Si-centered spirocyclic skeleton, spirobiphenoxasilin-diol (SPOSiOL), and its derived chiral ligands. Using the chemical resolution method, the optical SPOSiOL could be obtained in high yield on a gram scale. Preliminary studies indicated that this ligand scaffold has great potential in transition metal-catalyzed asymmetric reactions. This finding further highlights that the Si-centered spirocyclic scaffolds are of great value in asymmetric catalysis. This journal is
Hypervalent iodane mediated reactions of: N -acetyl enamines for the synthesis of oxazoles and imidazoles
Xu, Kang,Yang, Ruiqi,Yang, Shuang,Jiang, Cheng,Ding, Zhenhua
supporting information, p. 8977 - 8981 (2019/10/28)
A hypervalent iodane reagent used for the intramolecular cyclization of N-acetyl enamines and intermolecular cyclocondensation of enamines and nitriles was investigated. The reaction was performed under mild conditions and gave oxazoles and imidazoles, respectively, in moderate to excellent yields. This transformation exhibits good reactivity, selectivity and functional group tolerance. The selectivity of the intra- or intermolecular reaction is dependent on the structure of N-acetyl enamines.
Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones
Yang, Tonghao,Fan, Xing,Zhao, Xiaopeng,Yu, Wei
supporting information, p. 1875 - 1879 (2018/04/16)
This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.
Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds
Clagg, Kyle,Hou, Haiyun,Weinstein, Adam B.,Russell, David,Stahl, Shannon S.,Koenig, Stefan G.
supporting information, p. 3586 - 3589 (2016/08/16)
A direct oxidative C-H amination affording 1-acetyl indolecarboxylates starting from 2-acetamido-3-arylacrylates has been achieved. Indole-2-carboxylates can be targeted with a straightforward deacetylation of the initial reaction products. The C-H amination reaction is carried out using a catalytic Pd(II) source with oxygen as the terminal oxidant. The scope and application of this chemistry is demonstrated with good to high yields for numerous electron-rich and electron-poor substrates. Further reaction of selected products via Suzuki arylation and deacetylation provides access to highly functionalized indole structures.
Stereoselective synthesis of dehydroamino acids using malonic acid half oxyester and aromatic aldehydes
Singjunla, Yuttapong,Colombano, Silvia,Baudoux, Jér?me,Rouden, Jacques
, p. 2369 - 2375 (2016/04/26)
An efficient and direct approach was developed for the synthesis of α,β-dehydroamino acid derivatives with a broad range of substrates. Amido-substituted Malonic Acid Half Oxyesters (MAHOs) have proven to be excellent partners of various aromatic aldehyde
Formation of isoquinoline derivatives by the irradiation of N-acetyl-α-dehydrophenylalanine ethyl ester and its derivatives
Hoshina, Hideki,Tsuru, Hitoshi,Kubo, Kanji,Igarashi, Tetsutaro,Sakurai, Tadamitsu
, p. 2261 - 2274 (2007/10/03)
The irradiation of a nitrogen-purged acetonitrile solution of the title compounds (1) with Pyrex filtered light was found to give isoquinoline derivatives (2) via the excited state (Z)-isomers, whereas in methanol 1-azetine derivative was also detected al
A SIMPLE AND EFFICIENT "ONE-POT" SYNTHESIS OF 2-AZA-1,3-BUTADIENES FROM N-VINYLIC λ5-PHOSPHAZENES
Barluenga, Jose,Ferrero, Miguel,Palacios, Francisco
, p. 3497 - 3500 (2007/10/02)
Reaction of N-vinylic λ5-phosphazenes (1) with acyl halides followed by addition of nucleophiles lead to 1-donor substituted 3-alkoxycarbonyl-2-aza-1,3-butadienes (2) with good to excellent yields.
Amino Acids, 2. N-Acetyl α,β-Didehydro α-Amino Acid Esters from α-Azidocarboxylic Acid Esters and Acetic Anhydride by Nitrogen Elimination with Rhenium Catalysts
Effenberger, Franz,Beisswenger, Thomas
, p. 1497 - 1512 (2007/10/02)
α-Azidocarboxylic acid esters 2 react with acetic anhydride in presence of catalytic amounts of rhenium heptasulfide and - if necessary - by addition of hydrochloric acid to give N-acetyl 3 or/and N,N-diacetyl-α,β-didehydro-α-amino acid esters 4 in very g
