151764-87-3Relevant articles and documents
Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde
Zhang, Yan,Zhu, Haiqian,Huang, Yuting,Hu, Qi,He, Yu,Wen, Yihang,Zhu, Gangguo
, p. 1273 - 1277 (2019/02/26)
A practical one-pot isoindolinone synthesis enabled by RhIII catalysis was developed. The advantage of this protocol is that it does not require pre-preparation of amide substrates, because RhIII participates in two reactions independently. This mild, operationally multicomponent process transforms a wide variety of commercially available aldehydes into the corresponding γ-lactams in good yields, thereby demonstrating that N-pyridin-2-yl benzamide is an effective directing group. Notably, the anxiolytic drugs pagoclone and pazinaclone can be directly prepared by this methodology.
Preparation method of anti-anxiety drug pagoclone or pazinaclone
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Paragraph 0034; 0035; 0036; 0037; 0038, (2019/04/09)
The invention discloses a method for catalytically synthesizing an anti-anxiety drug pagoclone or pazinaclone and analogues thereof by utilizing Rh(III). The method comprises the following steps: reacting benzaldehyde and 2-aminopyridine compounds in a solvent in the presence of a rhodium catalyst and acetate, and producing an effective guide group in situ; and reacting the guide group and substituted olefin under rhodium catalysis, and performing after-treatment after the reaction is completed, thereby obtaining a compound having a nitrogen heterocyclic framework. According to the preparationmethod, two independent reactions (amide formation and carbon-hydrogen activation) are catalyzed by using rhodium, and a synthetic strategy of self-assembling high-efficiency guide groups is successfully realized. The reaction is carried out based on simple raw materials, an isoindoxone skeleton having substitution characteristics is synthesized in a simple and mild catalytic system by utilizinga 'one-pot process', the operation is simple and convenient, the reaction conditions are mild, the yield is high, and atom economy is high.
Cu/Fe Catalyzed Intermolecular Oxidative Amination of Benzylic C-H Bonds
Liu, Cong,Zhang, Qi,Li, Hongbo,Guo, Shuangxi,Xiao, Bin,Deng, Wei,Liu, Lei,He, Wei
, p. 6208 - 6212 (2016/05/09)
We report a Cu/Fe co-catalyzed Ritter-type C-H activation/amination reaction that allows efficient and selective intermolecular functionalization of benzylic C-H bonds. This new reaction is featured by simple reaction conditions, readily available reagents and general substrate scope, allowing facile synthesis of biologically interesting nitrogen containing heterocycles. The Cu and Fe salts were found to play distinct roles in this cooperative catalysis. With a little help: A Ritter-type intermolecular amination of benzylic C-H bonds with acetonitrile, co-catalyzed by CuII/FeIII is reported. A wide array of biologically interesting nitrogen containing heterocycles was prepared from 2-alkyl benzoic acids and heteroaromatic carboxylic acids under operationally simple conditions. The Cu and Fe salts were found to play distinct roles in this cooperative catalysis.
Synthesis of 3-substituted isoindolin-1-ones via a palladium-catalysed 3-component carbonylation/amination/Michael addition process
Gaj, Xinjie,Grigg, Ronald,Khamnaen, Tossapol,Rajviroongit, Shuleewan,Sridharan, Visuvanathar,Zhang, Lixin,Collard, Simon,Keep, Ann
, p. 7441 - 7444 (2007/10/03)
A novel palladium-catalysed three component cascade process is described involving carbonylation of an aryl iodide to generate an acyl palladium species which is intercepted by a primary aliphatic/aromatic amine, amide or sulfonamide followed by intramolecular Michael addition to afford 3-substituted isoindolin-1-ones in good yield.
Isoindolinone derivatives, production and use thereof
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, (2008/06/13)
A compound of the formula STR1 wherein X is hydrogen, halogen or nitro; Ar is phenyl or naphthyridinyl which may optionally be substituted; and either one of Z 1 and Z 2 is hydrogen and the other is lower alkanoyloxy or hydroxy, each of Z 1 and Z 2 is lower alkoxy, or Z 1 and Z 2 combinedly represent hydroxyimino, oxo or a group of the formula: STR2 in which Y is oxygen or sulfur and A is a branched or unbranched lower alkylene chain; and a salt thereof, act on the central nervous system but are weak in adverse effects such as hypnotic and muscle relaxant effects.
