34219-52-8Relevant academic research and scientific papers
E - Z isomerization of 3-benzylidene-indolin-2-ones using a microfluidic photo-reactor
Ganesh, Veeramalla,Raji Reddy, Chada,Singh, Ajay K.
, p. 28630 - 28634 (2020/08/25)
Here, we report controlled E-Z isomeric motion of the functionalized 3-benzylidene-indolin-2-ones under various solvents, temperature, light sources, and most importantly effective enhancement of light irradiance in microfluidic photoreactor conditions. S
Copper powder-catalyzed chelation-assisted cascade reaction of: O -chloroarylacetic acids with amines under solvent- and ligand-free conditions: Synthesis of oxindoles
Li, Jiang-Sheng,Chen, Guo-Qin,Yang, Qian,Li, Zhi-Wei,Liu, Ci-Zhi,Huang, Peng-Mian
, p. 45227 - 45231 (2017/10/13)
An efficient method to construct oxindole scaffolds from o-chloroarylacetic acids/esters with amines has been explored. This cascade protocol involves the in situ generation of o-aminoarylacetic acid derivatives by the copper powder catalyzed and weak O-chelation assisted Ullmann amination of unactivated C-Cl bonds under air, and solvent-/ligand-free conditions followed by annulative N-acylation.
Room-temperature palladium-catalyzed intramolecular oxidative aminocarbonylation of vinylic C(sp2)-H bonds with amines and CO
Yang, Xu-Heng,Li, Kai,Song, Ren-Jie,Li, Jin-Heng
, p. 616 - 623 (2014/02/14)
A new, mild route to access 3-methyleneindolin-2-ones is presented that proceeds through a room-temperature, palladium-catalyzed intramolecular oxidative aminocarbonylation of alkenes with amines and CO. This method represents a new aminocarbonylation str
Room-Temperature Palladium-Catalyzed Intramolecular Oxidative Aminocarbonylation of Vinylic C(sp2)-H Bonds with Amines and CO
Yang, Xu-Heng,Li, Kai,Song, Ren-Jie,Li, Jin-Heng
, p. 616 - 623 (2015/10/05)
A new, mild route to access 3-methyleneindolin-2-ones is presented that proceeds through a room-temperature, palladium-catalyzed intramolecular oxidative aminocarbonylation of alkenes with amines and CO. This method represents a new aminocarbonylation str
Reductive coupling of isatins with ketones and aldehydes by low-valent titanium
Kise, Naoki,Sasaki, Kouta,Sakurai, Toshihiko
, p. 9668 - 9675 (2015/01/08)
The reductive coupling of isatins with ketones and aldehydes by Zn-TiCl4 in THF gave two- and four-electron reduced products, 3-hydoxy-3-(1-hydoxyalkyl)oxindoles and 3-alkylideneoxindoles, selectively by controlling the reaction conditions. Alt
Alkylation of terminal alkynes with transient σ-alkylpalladium(II) Complexes: A carboalkynylation route to alkyl-substituted alkynes
Zhou, Ming-Bo,Huang, Xiao-Cheng,Liu, Yan-Yun,Song, Ren-Jie,Li, Jin-Heng
supporting information, p. 1843 - 1846 (2014/03/21)
A mild and general alkylation of terminal alkynes with transient σ-alkylpalladium(II) complexes for assembling alkyl-substituted alkynes is described. This method represents a new way to the use of transient σ-alkylpalladium(II) complexes in organic synthesis through 1,2-carboalkynylation of alkenes.
Palladium/copper-catalyzed oxidative C-H alkenylation/N-dealkylative carbonylation of tertiary anilines
Shi, Renyi,Lu, Lijun,Zhang, Hua,Chen, Borui,Sha, Yuchen,Liu, Chao,Lei, Aiwen
supporting information, p. 10582 - 10585 (2013/10/21)
C-H/C-N activation: The first palladium/copper-catalyzed aerobic oxidative C-H alkenylation/N-dealkylative carbonylation of tertiary anilines has been developed. Various functional groups were tolerated and acrylic ester could also be suitable substrates. This transformation provided efficient and straightforward synthesis of biologically active 3-methyleneindolin-2-one derivatives from cheap and simple substrates. Copyright
Tandem Horner-Wadsworth-Emmons/Heck procedures for the preparation of 3-alkenyl-oxindoles: The synthesis of Semaxanib and GW441756
Lubkoll, Jana,Millemaggi, Alessia,Perry, Alexis,Taylor, Richard J.K.
scheme or table, p. 6606 - 6612 (2010/10/19)
A tandem sequence involving Horner-Wadsworth-Emmons (HWE) olefination followed by a palladium-catalysed intramolecular Heck reaction has been developed to provide rapid access to 3-alkenyl-oxindoles from α-halo-anilides. This one-pot microwave accelerated process proceeds with catalytic palladium(II) acetate or tetrakis(triphenylphosphine)palladium, and has been used to prepare a range of adducts derived from aromatic, heteroaromatic and aliphatic aldehydes. The procedures can be used to prepare N-unprotected oxindoles directly and the applicability of the process has been established by carrying out one-pot syntheses of Semaxanib, an angiogenesis signalling inhibitor, and GW441756, an aza-oxindole Trk A inhibitor.
Oxindole synthesis by palladium-catalysed aromatic C-H alkenylation
Ueda, Satoshi,Okada, Takahiro,Nagasawa, Hideko
supporting information; experimental part, p. 2462 - 2464 (2010/08/13)
A strategy involving palladium-catalysed aromatic C-H functionalisation/ intramolecular alkenylation provides a convenient and direct synthesis of 3-alkylideneoxindoles. In the presence of 5 mol% of PdCl2MeCN 2 and AgOCOCF3, a wide variety of N-cinnamoylanilines gave 3-alkylideneoxindoles in moderate to good yield. The Royal Society of Chemistry.
Telescoped enolate arylation/HWE procedure for the preparation of 3-alkenyl-oxindoles: The first synthesis of soulieotine
Millemaggi, Alessia,Perry, Alexis,Whitwood, Adrian C.,Taylor, Richard J. K.
experimental part, p. 2947 - 2952 (2009/10/11)
A. telescoped sequence involving palladium-catalysed intramolecular enolate arylation followed by an in situ HWE olefination has been developed to provide rapid access to 3-alkenyl-oxindoles. This "one-pot" process, which is greatly accelerated by microwa
