18217-64-6Relevant academic research and scientific papers
Palladium catalyzed divergent cycloadditions of vinylidenecyclopropane-diesters with methyleneindolinones enabled by zwitterionic π-propargyl palladium species
Niu, Ben,Wei, Yin,Shi, Min
supporting information, p. 4783 - 4786 (2021/05/25)
A palladium-catalyzed divergent synthesis of spirooxindoles fused with a five- or a six-membered ring by a cycloaddition reaction of vinylidenecyclopropane-diesters with methyleneindolinones was disclosed. This protocol features anin situgenerated unprecedented zwitterionic π-propargyl palladium species in cycloaddition reactions and a switchable process between (3+2) and (4+2) cycloadditions by changing the phosphine ligand.
Synthesis of spiro[pyrazolin-3,3′-oxindoles] and 3-arylcarbonylmethyl substituted ylideneoxindoles by 1,3-dipolar cycloadditions of 3-ylideneoxindoles and in-situ-generated α-diazoketones
Jiang, Shan,Guo, Hong-Mei,Yao, Sheng,Shi, De-Qing,Xiao, Wen-Jing
, p. 10433 - 10443 (2018/05/31)
An efficient 1,3-dipolar cycloaddition of 3-ylideneoxindoles with in-situ-generated α-diazoketones to potentially biological active spiro[pyrazolin-3,3′-oxindoles] 4 with excellent regioselectivity and diastereoselectivity and synthetically useful buildin
Synthesis of (E)-oxindolylidene acetate using tandem palladium-catalyzed Heck and alkoxycarbonylation reactions
Lin, Wei-Jen,Shia, Kak-Shan,Song, Jen-Shin,Wu, Ming-Hsien,Li, Wen-Tai
, p. 220 - 228 (2015/12/30)
Tandem reactions use consecutive reaction steps to efficiently synthesize compounds of high molecular complexity. This paper presents a tandem Pd-catalyzed Heck and alkoxycarbonylation reaction for the stereoselective synthesis of (E)-oxindolylidene acetates. The mechanism underlying the Pd-catalyzed tandem reaction involves the syn-carbopalladation of ynamides followed by alkoxycarbonylation with CO and alcohol. This method makes it possible to obtain the desired (E)-configuration of oxindolylidene acetates exclusively. We evaluated the scope of the reaction by applying optimal reaction conditions to the facile synthesis of a library of (E)-oxindolylidene acetates. The resulting (E)-oxindolylidene acetates exhibited potent anticancer activities against a variety of human cancer cell lines. The anticancer activities of some (E)-oxindolylidene acetates were even superior to those of known CDK inhibitors indirubin-3′-oxime and roscovitine.
Lewis acid catalyzed unprecedented [3 + 2] cycloaddition yields 3,3′-pyrrolidinyldispirooxindoles containing four contiguous chiral stereocenters with two contiguous quaternary spirostereocenters
Suman, Koorathota,Srinu, Lanka,Thennarasu, Sathiah
supporting information, p. 3732 - 3735 (2014/08/05)
A Lewis acid catalyzed domino reaction cascades through azide-alkene cycloaddition, rearrangement, aziridine ring opening, and azomethine cycloaddition with a parent dipolarophile, resulting in 3,3′- pyrrolidinyldispirooxindoles containing four contiguous
Synthesis of functionalized spiroaziridine-oxindoles from 3-ylideneoxindoles: an easy route to 3-(aminoalkyl)oxindoles
Ammetto,Gasperi,Lorerto, M. Antonietta,Migliorini,Palmarelli,Tardella, P. Antonio
scheme or table, p. 6189 - 6197 (2010/03/24)
Novel potentially bioactive spiroaziridine-oxindoles have been prepared by treatment of easily accessible 3-ylidene-oxindoles with N-{[(4-nitrophenyl) sulfonyl]oxy}carbamate (NsONHCO2Et) in the presence of CaO. These compounds gave new 3-(amino
Stereoselective synthesis of (E)-3-(methoxycarbonyl)methylene-1,3-dihydroindol-2-ones by palladium-catalyzed oxidative carbonylation of 2-ethynylanilines
Gabriele, Bartolo,Salerno, Giuseppe,Veltri, Lucia,Costa, Mirco,Massera, Chiara
, p. 4607 - 4613 (2007/10/03)
A direct synthesis of (E)-3-(methoxycarbonyl)methylene-1,3-dihydroindol-2-ones 2 by palladium-catalyzed oxidative carbonylation of 2-ethynylanilines 1 is reported. Reactions were carried out in MeOH as the solvent at 50-70°C in the presence of catalytic a
