90909-57-2Relevant academic research and scientific papers
Scalable Electrochemical Dehydrogenative Lactonization of C(sp2/sp3)-H Bonds
Zhang, Sheng,Li, Lijun,Wang, Huiqiao,Li, Qian,Liu, Wenmin,Xu, Kun,Zeng, Chengchu
, p. 252 - 255 (2018)
A practical, electrochemical method is developed for the direct dehydrogenative lactonization of C(sp2/sp3)-H bonds under external oxidant- and metal-free conditions, delivering diverse lactones, including coumarin derivatives with excellent regioselectivity. The scalable nature of this newly developed electrochemical process was demonstrated on a 40 g scale following an operationally simple protocol. The remote lactonization of C(sp3)-H bonds would constitute an important synthetic advance toward electrochemical C-O bond formation.
Photocatalytic Dehydrogenative Lactonization of 2-Arylbenzoic Acids
Ramirez, Nieves P.,Bosque, Irene,Gonzalez-Gomez, Jose C.
, p. 4550 - 4553 (2015/09/28)
A metal-free dehydrogenative lactonization of 2-arylbenzoic acids at room temperature was developed. This work illustrates the first application of visible-light photoredox catalysis in the preparation of benzo-3,4-coumarins, an important structural motif in bioactive molecules. The combination of photocatalyst [Acr+-Mes] with (NH4)2S2O8 as a terminal oxidant provides an economical and environmentally benign entry to different substituted benzocoumarins. Preliminary mechanistic studies suggest that this reaction most likely occurs through a homolytic aromatic substitution pathway.
Abnormal Products from the Exhaustive Ozone Oxidation of Phenanthrene in HCl/Methanol
Neumeister, Joachim,Griesbaum, Karl
, p. 1640 - 1642 (2007/10/02)
Exhaustive ozone treatment of phenanthrene (6) in HCl/methanol afforded unsubstituted (10a) and chloro-substituted 6H-dibenzopyran-6-ones (10b - d) in addition to the expected dimethyl 2,2'-biphenyldicarboxylate (9c).
