68901-70-2Relevant articles and documents
A three-component, general and practical route for diastereoselective synthesis of aza-spirocyclic pyrazolonesviaa decarboxylative annulation process
Awasthi, Annapurna,Yadav, Pushpendra,Tiwari, Dharmendra Kumar
, p. 2374 - 2383 (2021/02/16)
An efficient, general, and practical route for highly diastereoselective synthesis of aza-spirocyclic pyrazolones from easily available α-amino acids, aldehydes, and alkylidene pyrazolones by means of a decarboxylative annulation process is reported. This
Enantio- and Diastereoselective Synthesis of β-Aryl-β-pyrazolyl α-Amino Acid Esters via Copper-Catalyzed Reaction of Azomethine Ylides with Benzylidenepyrazolones
Gong, Yan-Chuan,Wang, Yue,Li, Er-Qing,Cui, Hao,Duan, Zheng
supporting information, (2019/02/07)
A fully stereoselective synthesis of unnatural chiral β-aryl-β-pyrazolyl α-amino acid esters via copper-catalyzed addition reactions of azomethine ylides with benzylidenepyrazolones bearing two contiguous stereogenic centers was developed. A 1H-pyrazol-5-ol was introduced by the aromatization of 3H-pyrazol-3-one in the reaction. The transformation operated at room temperature and afforded β-1H-pyrazol-5-ol-α-amino esters in high yields with good to excellent levels of diastereo- and enantioselectivity.
Palladium N-heterocyclic carbene catalyzed expected and unexpected C-C and C-N functionalization reactions of 1-aryl-3-methyl-1: H -pyrazol-5(4 H)-ones
Purohit, Vishal B.,Karad, Sharad C.,Patel, Kirit H.,Raval, Dipak K.
, p. 111139 - 111143 (2016/12/07)
A palladium N-heterocyclic carbene [Pd(NHC)Cl2] complex of vitamin B1 developed earlier in our laboratory was successfully employed as an efficient catalyst for the regioselective C-C and C-N functionalization reactions of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones 1a-b. The catalyst was attempted for the C-H arylation, acylation and alkoxylation of 1a-b using the respective coupling substrates such as aryl iodides 2a-c, benzylic alcohols 3a-d and methanol/ethanol 4. It was surprisingly noted that the acylation and alkoxylation reactions underwent a diverse pathway to yield some unexpected products rather than the targeted ones. In the case of the arylation reactions only the targeted products have been observed. This has made the protocol very interesting compared to the conventional coupling reactions.