97871-90-4Relevant academic research and scientific papers
An unusual triazole synthesis from aurones
Kafle, Arjun,Bhattarai, Shrijiana,Handy, Scott T.
supporting information, p. 2337 - 2346 (2020/08/19)
Attempts to prepare azido-substituted aurones via a copper-catalyzed azidation failed to afford the desired product, but instead resulted in an unusual triazole formation reaction. Further efforts noted that copper was not required for this reaction, but simply thermal treatment with sodium azide in a polar aprotic solvent. A wide range of substitution patterns were tolerated in this reaction to afford the interesting salicyl-substituted triazoles in modest to excellent yield. While the mechanism is not yet clear, a simple elimination/cyclization pathway seems unlikely given the failure of the reaction on the corresponding thioaurones, which feature an even better thiol leaving group. Regardless, the potential utility of these easily accessible, multifunctional compounds should engender further interest and applications.
Rapid synthesis of aurones under mild conditions using a combination of microwaves and deep eutectic solvents
Taylor, Kimberly M.,Taylor, Zachary E.,Handy, Scott T.
supporting information, p. 240 - 241 (2016/12/28)
The combination of microwave heating and the deep eutectic solvent formed from choline chloride and urea has resulted in a new, essentially neutral, yet rapid method for the synthesis of a wide range of aurone derivatives. While isolated yields remain somewhat variable, in virtually every case, a significant increase in yield has been observed on going from conventional thermal heating to microwave heating. In addition, some compounds inaccessible using prior methods have become reproducibly available using this modification. Further application of the combination of DES and microwave heating is expected to be highly promising and of general utility.
Synthesis of aurones under neutral conditions using a deep eutectic solvent
Hawkins, Ian,Handy, Scott T.
, p. 9200 - 9204 (2013/10/01)
Aurones are an interesting, but little studied member of the flavanoid family of natural products. Of the various methods available for their synthesis, the simplest involves the condensation of a coumaranone with an aldehyde. This reaction can be perform
