64001-71-4Relevant academic research and scientific papers
Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp2)?H Bonds
Chang, Xiao-Yong,Chen, Ji-Jun,Gu, Qiang-Shuai,Jiang, Sheng-Peng,Li, Zhong-Liang,Liu, Lin,Liu, Xiao-Dong,Liu, Xin-Yuan,Su, Xiao-Long,Wang, Fu-Li,Yang, Chang-Jiang,Ye, Liu
supporting information, p. 380 - 384 (2020/10/30)
The development of enantioconvergent cross-coupling of racemic alkyl halides directly with heteroarene C(sp2)?H bonds has been impeded by the use of a base at elevated temperature that leads to racemization. We herein report a copper(I)/cinchona-alkaloid-derived N,N,P-ligand catalytic system that enables oxidative addition with racemic alkyl bromides under mild conditions. Thus, coupling with azole C(sp2)?H bonds has been achieved in high enantioselectivity, affording a number of potentially useful α-chiral alkylated azoles, such as 1,3,4-oxadiazoles, oxazoles, and benzo[d]oxazoles as well as 1,3,4-triazoles, for drug discovery. Mechanistic experiments indicated facile deprotonation of an azole C(sp2)?H bond and the involvement of alkyl radical species under the reaction conditions.
COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
-
Paragraph 0258-0261; 0266-0269, (2021/01/29)
The present specification provides a compound represented by chemical formula 1 and an organic light emitting device including the same. The compound may improve lifespan characteristics of the organic light emitting device.
Method for constructing 2-(1-naphthyl)-1,3,4-oxadiazole by one step through DMF as carbon source
-
Paragraph 0016, (2019/02/03)
The invention discloses a method for constructing 2-(1-naphthyl)-1,3,4-oxadiazole by one step through DMF(N,N-dimethylformamide) as a carbon source. The method is characterized in that 1-naphthhydrazide is used as a reaction raw material, DMF(N,N-dimethylformamide) is used as the carbon source, a carbon cyclization reaction is carried out, and thus 2-(1-naphthyl)-1,3,4-oxadiazole is constructed byone step. According to the method provided by the invention, the synthesis means is novel, the reaction condition is mild, and the development requirement of green chemistry is met.
DMF as Methine Source: Copper-Catalyzed Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles
Wang, Shoucai,Wang, Kai,Kong, Xiangfei,Zhang, Shuhua,Jiang, Guangbin,Ji, Fanghua
supporting information, p. 3986 - 3990 (2019/07/31)
An unprecedented Cu-catalyzed direct annulation of hydrazides with N,N-dimethylformamide (DMF) was developed, providing an efficient synthesis of valuable 1,3,4-oxadiazoles. This process features the short reaction time and can be safely conducted on gram scale. The reaction also facilitated the convenient synthesis of 1,3,4-oxadiazole-2(3H)-ones. Moreover, the mechanistic studies suggest that the source of CH is from the N-methyl group of DMF. (Figure presented.).
A metal-free route to 2-aminooxazoles by taking advantage of the unique ring opening of benzoxazoles and oxadiazoles with secondary amines
Joseph, Jomy,Kim, Ji Young,Chang, Sukbok
supporting information; experimental part, p. 8294 - 8298 (2011/08/21)
Toss an amine into the ring: A new metal-free protocol for the amination of oxazoles has been developed by using iodobenzene diacetate to couple various oxazoles with amines (see scheme). The reaction proceeds through a ring-opening and subsequent ring-closing pathway. The optimal conditions are very mild and the substrate scope is broad, producing a range of 2-aminooxazoles, an important pharmacophore with high bioactivity. Copyright
A new entry of amination reagents for heteroaromatic C-H bonds: Copper-catalyzed direct amination of azoles with chloroamines at room temperature
Kawano, Tsuyoshi,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information; experimental part, p. 6900 - 6901 (2010/07/05)
Chloroamine serves as an efficient amination reagent to the heteroaromatic C-H bond of azole under copper catalysis even at room temperature. This catalysis enables a rapid and concise construction of aminoazoles of great interest in biological and medicinal chemistry.
