1369425-81-9Relevant academic research and scientific papers
Zinc-Enabled Annulation of Trifluorodiazoethane with 2 H-Azirines to Construct Trifluoromethyl Pyrazolines, Pyrazoles, and Pyridazines
Chen, Yue-Ji,Zhang, Fa-Guang,Ma, Jun-An
, p. 6062 - 6066 (2021)
A diethylzinc-promoted unconventional annulation reaction of 2,2,2-trifluorodiazoethane with 2H-azirines is described. This transformation involves two [3 + 2] cycloaddition steps and one dinitrogen extrusion process in one pot, thus giving a broad array
Visible-Light-Promoted [3 + 2] Cycloaddition of 2H-Azirines with Quinones: Access to Substituted Benzo[f]isoindole-4,9-diones
Wang, Lijia,Liu, Chuang,Li, Lei,Wang, Xin,Sun, Ran,Zhou, Ming-Dong,Wang, He
, p. 719 - 724 (2022/01/22)
A visible-light-promoteded [3 + 2] cycloaddition reaction of 2H-azirines with quinones has been developed under mild reaction conditions. The reaction provides a general and efficient strategy for the synthesis of the benzo[f]isoindole-4,9-diones scaffold
Copper-Catalyzed Three-Component Carboboronation of Allenes Using Highly Strained Cyclic Ketimines as Electrophiles
Deng, Hao,Dong, Yujie,Shangguan, Yu,Yang, Fazhou,Han, Sheng,Wu, Jiaqi,Liang, Bo,Guo, Hongchao,Zhang, Cheng
, p. 4431 - 4435 (2021/05/26)
A diastereoselective copper and NHC-ligand-catalyzed three-component difunctionalization of allenes with bis(pinacolato)diboron and 2H-azirines to afford borylated allylaziridines is described. The reaction exhibits complete diastereoselectivity and good yields, and the further chlorination of the corresponding borylated products was also performed. It is believed that the high ring-strain force of 2H-azirines facilitates the reaction. More chemical transformations of borylated allylaziridines are also reported.
Photocatalytic Approach for Construction of 5,6-Dihydroimidazo[2,1- A[isoquinolines and Their Luminescent Properties
Wang, Zaibin,Li, Hanjie,Wang, Zhichao,Suleman, Muhammad,Wang, Yanguang,Lu, Ping
supporting information, p. 8101 - 8111 (2021/06/28)
A visible-light-driven photoredox reaction of tetrahydroisoquinoline with 2H-azirines is described. 4,7-Bis(4-methoxyphenyl)benzo[c][1,2,5]thiadiazole, a benzothiadiazole (BTD) derived fluorophore, is used as an organic photoredox catalyst, and the reacti
General Synthesis of Tri-Carbo-Substituted N2-Aryl-1,2,3-triazoles via Cu-Catalyzed Annulation of Azirines with Aryldiazonium Salts
Cheung, Chi Wai,Feng, Fang-Fang,Li, Jun-Kuan,Liu, Xuan-Yu,Ma, Jun-An,Zhang, Fa-Guang
, p. 10872 - 10883 (2020/09/23)
The general synthesis of fully substituted N2-aryl-1,2,3-triazoles is hitherto challenging compared with that of the N1-aryl counterparts. Herein, we describe a Cu-catalyzed annulation reaction of azirines and aryldiazonium salts. This regiospecific metho
-Cycloaddition of 2 H-Azirines with Nitrosoarenes: Visible-Light-Promoted Synthesis of 2,5-Dihydro-1,2,4-oxadiazoles
Cai, Bao-Gui,Chen, Ze-Le,Xu, Guo-Yong,Xuan, Jun,Xiao, Wen-Jing
supporting information, (2019/06/13)
A formal [3 + 2]-cycloaddition reaction of 2H-azirines with nitrosoarenes has been achieved under irradiation by visible light with the assistance of organic dye photoredox catalyst. This method utilizes nitrosoarenes as efficient radical acceptors and pr
Rhodium-catalysed synthesis of fused pyrimidine derivatives employing N-sulfonyl-1,2,3-triazoles as a 1-aza-[4C] synthon
Xu, Ze-Feng,An, Yuehui,Chen, Yidian,Duan, Shengguo
supporting information, p. 1849 - 1853 (2019/06/20)
A new synthetic application of N-sulfonyl-1,2,3-triazoles acting as a 1-aza-[4C] synthon via the 1,2-shift reaction of an α-imine rhodium carbene was developed for the synthesis of fused pyrimidine derivatives. The high reactivity of the strained three-me
Synthesis method of azacyclopropene compound
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Paragraph 0014; 0020, (2018/11/04)
The invention discloses a synthesis method of an azacyclopropene compound represented as the formula (II). In the presence of alkali, the compound is prepared through an intramolecularly nucleophiliccyclization reaction to an oxime ester derivative represented in the formula (I); the R1 is selected from C1-C3 alkyl groups, phenyl group, substituted phenyl groups and naphthyl groups, wherein substituent groups in the substituted phenyl groups are selected from halogens, C1-C6 alkyl groups, C1-C6 alkoxyl groups, and cyclohexyl group; the R2 is selected from hydrogen and phenyl group; the R3 isselected from hydrogen, C1-C6 alkyl groups, and halogens. The method has gentle reaction conditions, low production cost, wide application range and high yield, and may be a simple new approach for synthesis of azacyclopropene compounds having medicinal activities.
Modular 2,3-diaryl-2: H -azirine synthesis from ketoxime acetates via Cs2CO3-mediated cyclization
Zhao, Mi-Na,Zhang, Wei,Wang, Xu-Cai,Zhang, Ying,Yang, De-Suo,Guan, Zheng-Hui
supporting information, p. 4333 - 4337 (2018/06/21)
A modular 2H-azirine synthesis from ketoxime acetates via Cs2CO3-mediated cyclization has been developed. The reaction utilizes easily available starting materials and provides a general synthetic route to 2,3-diaryl-2H-azirines in good to excellent yields under mild conditions, which is complementary to the conventional approaches for the synthesis of 2H-azirines. A gram-scale reaction was performed to demonstrate the scale-up applicability of this synthetic method. Importantly, 2H-azirines can be efficiently converted to various azaheterocycles.
Copper-Catalyzed Asymmetric Addition of Tertiary Carbon Nucleophiles to 2 H-Azirines: Access to Chiral Aziridines with Vicinal Tetrasubstituted Stereocenters
Hu, Haipeng,Xu, Jinxiu,Liu, Wen,Dong, Shunxi,Lin, Lili,Feng, Xiaoming
supporting information, p. 5601 - 5605 (2018/09/25)
A catalytic asymmetric nucleophilic addition of tertiary carbon nucleophiles to 2H-azirines was established in the presence of the chiral N,N′-dioxide/CuII complex. Various chiral aziridines with vicinal tetrasubstituted stereocenters were obta
