906799-07-3Relevant academic research and scientific papers
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
supporting information, 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.
Isopropanol and potassium tert-butoxide promoted intramolecular direct sp2 C-H functionalization: An expedient synthesis of 1,2,3-triazole annulated chromens and quinolones
Mondal, Biplab,Roy, Brindaban
supporting information, p. 6123 - 6127 (2015/10/28)
A series of 1,2,3-triazole annulated chromen and quinolone derivatives have been synthesized by means of direct sp2 C-H functionalization in the presence of iso-propanol and potassium tert-butoxide. The reaction proceeds through homolytic aroma
A CuAAC/Ullmann C-C coupling tandem reaction: Copper-catalyzed reactions of organic azides with N -(2-Iodoaryl)propiolamides or 2-iodo- N -(prop-2-ynyl)benzenamines
Cai, Qian,Yan, Jiajie,Ding, Ke
supporting information; experimental part, p. 3332 - 3335 (2012/08/28)
A novel copper-catalyzed tandem reaction was developed by utilizing two famous copper-catalyzed reactions, CuAAC and Ullmann coupling. The trapping of the C-Cu intermediate produced in CuAAC led to further formation of an aryl C-C bond through intramolecu
Tandem Heck-Suzuki-Miyaura reaction: Application to the synthesis of constrained analogues of combretastatin A-4
Arthuis, Martin,Pontikis, Renée,Florent, Jean-Claude
, p. 6397 - 6400 (2008/02/12)
A series of compounds related to combretastatin A-4 has been synthesized by a tandem Heck-carbocyclization/Suzuki coupling process. From various alkynamides and 3,4,5-trimethoxyphenyl boronic acid or the corresponding styryl derivative, (E)-3-arylmethylen
Stereoselective synthesis of 3-alkylideneoxindoles using tandem indium-mediated carbometallation and palladium-catalyzed cross-coupling reactions
Yanada, Reiko,Obika, Shingo,Kobayashi, Yusuke,Inokuma, Tsubasa,Oyama, Munetaka,Yanada, Kazuo,Takemoto, Yoshiji
, p. 1632 - 1642 (2007/10/03)
The first efficient methods for the stereoselective synthesis of various (E)-, (Z)-, and disubstituted 3-alkylideneoxindoles via radical cyclization reactions were investigated using tandem indium-mediated carbometallation and palladium-catalyzed cross-co
