261350-20-3Relevant academic research and scientific papers
Development of catalytic deacylative alkylations (DaA) of 3-acyl-2-oxindoles: total synthesis of meso-chimonanthine and related alkaloids
Kumar, Nivesh,Das, Mrinal Kanti,Ghosh, Santanu,Bisai, Alakesh
supporting information, p. 2170 - 2173 (2017/02/19)
We present an effective deacylative alkylation strategy for the construction of a variety of 2-oxindoles bearing an all-carbon quaternary center at the pseudobenzylic position. A wide variety of products with quaternary centers could be accessed by employing simple Pd(0) catalysis under mild reaction conditions. Importantly, the same strategy works equally well for the dimeric 2-oxindole system, furnishing products with a vicinal quaternary center in favour of meso-isomer as the major product. Eventual application to the total syntheses of meso-chimonanthine and meso-folicanthine very well demonstrates the synthetic potential of this strategy.
Homocoupling of 3-Halooxindole via Visible-Light Photocatalysis: A Mild Access to 3,3′-Bioxindoles
Jia, Wen-Liang,He, Jian,Yang, Jia-Jing,Gao, Xue-Wang,Liu, Qiang,Wu, Li-Zhu
, p. 7172 - 7181 (2016/08/30)
This paper introduces a simple way to the homocoupling of tertiary halides induced by photocatalysis. This method features mild reaction conditions, excellent functional group tolerance, high yields, low photocatalyst loading and successful application to the highly sterically hindered systems. On the basis of the reaction results, a novel stable-radical-induced homocoupling reaction mechanism has been proposed.
Enantioselective construction of vicinal stereogenic quaternary centers by dialkylation: Practical total syntheses of (+)- and meso-chimonanthine
Overman, Larry E.,Larrow, Jay F.,Stearns, Brian A.,Vance, Jennifer M.
, p. 213 - 215 (2007/10/03)
All three stereoisomers of the hexacyclic 3a,3a'-bispyrrolidino[2,3- b]indoline moiety found in complex indole alkaloids can be prepared, as illustrated by total syntheses of meso-chimonanthine (1) and (+)- chimonanthine (2). A rare example of high diaste
