90-31-3Relevant articles and documents
Electrochemical synthesis of versatile ammonium oxides under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions
Yuan, Yong,Li, Liang-Sen,Zhang, Lin,Wang, Feng,Jiang, Lin,Zuo, Lin,Wang, Qi,Hu, Jian-Guo,Lei, Aiwen
supporting information, p. 2768 - 2771 (2021/03/23)
An electrochemical oxidative cross-coupling reaction between 2.5-substituted-pyrazolin-5-ones and ammonium thiocyanate has been developed, which resulted in a series of unprecedented cross-coupling products under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions. It is worth noting that since the resulting cross-coupling products are nearly insoluble in MeCN, the pure product could be afforded without silica gel column purification. In addition, the prepared ammonium oxides are versatile building blocks for synthesizing functionalized pyrazole derivatives.
Stereoselective Assembly of Multifunctional Spirocyclohexene Pyrazolones That Induce Autophagy-Dependent Apoptosis in Colorectal Cancer Cells
Li, Xiang,Chen, Fei-Yu,Kang, Jing-Wen,Zhou, Jin,Peng, Cheng,Huang, Wei,Zhou, Mu-Ke,He, Gu,Han, Bo
, p. 9138 - 9150 (2019/08/12)
Enantio- and diastereoselective synthesis of multifunctional spiropyrazolone scaffolds has been achieved using secondary amine-catalyzed [4 + 2] annulations of α,β,γ,δ-unsaturated pyrazolones with aldehydes. The pyrazolone substrates serve as C4 synthons to produce 6-membered, carbocycle-based, chiral spiropyrazolone derivatives. The synthesized chiral compounds showed potent toxicity against a panel of cancer cell lines. The most potent compound 3h-induced cell cycle arrest and macroautophagy in HCT116 colorectal cancer cells, triggering autophagy-dependent apoptotic cell death.
Synthesis of Vinylcyclopropane-Fused Pyrazolone Derivatives by Sulfur Ylide-Initiated 1,6-Michael Addition-Cyclization Reactions
Li, Xiang,Liu, Yan-Qing,Kang, Jing-Wen,Chen, Fei-Yu,He, Xi-Guo,Yuan, Shan-Shan,Guo, Li,Peng, Cheng,Huang, Wei
supporting information, p. 4723 - 4730 (2018/09/14)
A highly diastereoselective cyclopropanation of α,β,γ,δ-unsaturated pyrazolones has been disclosed. This method allows for construction of a vinylcyclopropane-fused pyrazolone framework via a 1,6-addition/substitution sequence providing excellent regio- and chemoselectivity, good yields, broad functional group tolerance and gram-scale capacity. Moreover, the subsequent transformation of derivatives demonstrates great potential in building useful synthetic architectures.
