93392-00-8Relevant academic research and scientific papers
Late-Stage Direct o-Alkenylation of Phenols by PdII-Catalyzed C?H Functionalization
Dou, Yandong,Kenry,Liu, Jiang,Jiang, Jianze,Zhu, Qing
supporting information, p. 6896 - 6901 (2019/05/07)
o-Alkenylation of unprotected phenols has been developed by direct C?H functionalization catalyzed by PdII. This work features phenol group as a directing group and realizes highly site-selective C?H bond functionalization of phenols to achieve the corresponding products in moderate to excellent yields at 60 °C. The advantages of this reaction include unprecedented C?H functionalization using phenol as a directing group, high regioselectivity, good substrate scope, mild reaction conditions, and high efficiency. To the best of our knowledge, this is the first example of a regioselective C?H alkenylation of unprotected phenols utilizing phenolic hydroxyl group as a directing group. The alkenylation of unprotected tyrosine and intramolecular cyclization are also successfully carried out under this catalytic system in good yields. Furthermore, this novel method enables a late-stage modification of complex phenol-containing bioactive molecules toward a diversity-oriented drug discovery.
An atom-economical approach to the synthesis of potentially bioactive 2 H-chromenes via CuI-catalyzed reactions of Alkyl/Aryl-(E)-(o-propargyloxy)styryl ketones
Majumdar,Ansary, Inul,Shyam, Pranabk.,Roy
scheme or table, p. 1225 - 1229 (2012/06/04)
A series of potentially bioactive 2H-chromenes have been synthesized in good yields (60-82%) via CuI-catalyzed reactions of alkyl/aryl-(E)-(o- propargyloxy)styryl ketones in an atom-economical approach. Georg Thieme Verlag Stuttgart · New York.
Tricyclic cyanoguanidines: Synthesis, site of action and insecticidal activity of a novel class of reversible acetylcholinesterase inhibitors
Finkelstein, Bruce L.,Benner, Eric A.,Hendrixson, Maura C.,Kranis, Kevin T.,Rauh, James J.,Sethuraman, Maya R.,McCann, Stephen F.
, p. 599 - 613 (2007/10/03)
Bridged-tricyclic cyanoguanidines 1 were found to be active as insecticides. The preparation and structure-activity relationships of oxacyclic (X = O) and carbocyclic (X = CH2) analogues of 1 is described. Compounds 1 were found to inhibit acetylcholinesterase with IC50 values comparable to the organophosphate Paraoxon. Unlike organophosphates, cyanoguanidines 1 were shown to reversibly bind acetylcholinesterase. This mode of action is shared by the structurally-related natural product Huperzine A.
