1379771-34-2Relevant academic research and scientific papers
Pd/C-catalyzed synthesis of (E)-2-arylmethylideneindolin-3-ols under ultrasound: Their initial evaluation as potential anti-proliferative agents
Murthi, Ponugubati Radhakrishna,Suresh, Namburi,Rani, Chekuri Sharmila,Rao, Mandava Venkata Basaveswara,Pal, Manojit
, p. 109 - 116 (2015/03/31)
(E)-2-Arylmethylideneindolin-3-ol derivatives have been explored as new and potential anti-proliferative agents. Synthesis of these compounds was carried out by using a Pd/C-catalyzed alternative and one-pot method involving C-C coupling of 1-(2-(p-tosylamino)phenyl)prop-2-yn-1-ol with a range of iodoarenes followed by intramolecular hydroamination in the same pot. The reaction proceeded faster when performed under ultrasound irradiation. All these compounds showed selective growth inhibition of MDA-MB 231 cancer cells
Palladium-catalyzed approach for the general synthesis of (E)-2-arylmethylidene-N-tosylindolines and (E)-2-arylmethylidene-N-tosyl/ nosyltetrahydroquinolines: Access to 2-substituted indoles and quinolines
Chowdhury, Chinmay,Das, Bimolendu,Mukherjee, Sanjukta,Achari, Basudeb
, p. 5108 - 5119 (2012/07/14)
A facile and efficient method for the synthesis of (E)-2-arylmethylidene-N- tosylindolines and (E)-2-arylmethylidene-N-tosyl/nosyltetrahydroquinoline variants has been developed through palladium-catalyzed cyclocondensation of aryl iodides with readily available 1-(2-tosylaminophenyl)prop-2-yn-1-ols and their higher homologues, respectively. The proposed reaction mechanism invokes the operation of trans-aminopalladation during cyclization (5/6-exo-dig), which ensures exclusive (E)-stereochemistry in the products. The method is fast, operationally simple, totally regio- and stereoselective, and versatile enough to access a variety of 2-substituted indoles and quinolines. The reactions proceeded efficiently with a wide variety of substrates and afforded the corresponding products in moderate to excellent yields.
