181697-18-7Relevant academic research and scientific papers
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
, p. 5601 - 5605 (2018)
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
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
supporting information, 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
The organocatalytic enantiodivergent fluorination of β-ketodiaryl-phosphine oxides for the construction of carbon-fluorine quaternary stereocenters
Xie, Shaolei,He, Zhi-Juan,Zhang, Ling-Hui,Huang, Bo-Lun,Chen, Xiao-Wei,Zhan, Zong-Song,Zhang, Fu-Min
supporting information, p. 2069 - 2072 (2021/03/01)
Commercially available cinchona alkaloids that can catalyze the enantiodivergent fluorination of β-ketodiarylphosphine oxides were developed to construct carbon-fluorine quaternary stereocenters. This protocol features a wide scope of substrates and excellent enantioselectivities, and it is scalable.
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
A copper-catalyzed insertion of sulfur dioxide: Via radical coupling
Zhang, Jun,Yang, Min,Liu, Jin-Biao,He, Fu-Sheng,Wu, Jie
supporting information, p. 3225 - 3228 (2020/03/23)
A copper-catalyzed three-component reaction of O-acyl oximes, DABCO·(SO2)2, and 2H-azirines under mild conditions has been achieved. This protocol provides an efficient route for the construction of various tetrasubstituted β-sulfonyl N-unprotected enamines in moderate to good yields with excellent stereoselectivity and regioselectivity. Notably, this method represents a rare example of 2H-azirines as useful synthons for β-functionalized N-unprotected enamines. Preliminary mechanistic studies indicate that the reaction proceeds through coupling of a sulfonyl radical and α-carbon radical via copper-catalyzed ring-opening C-C bond cleavage of O-acyl oxime and C-N bond cleavage of 2H-azirine with the insertion of sulfur dioxide.
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.
Visible light-induced cyclization reactions for the synthesis of 1,2,4-triazolines and 1,2,4-triazoles
Wang, Hongyu,Ren, Yanfei,Wang, Kaiye,Man, Yunquan,Xiang, Yanan,Li, Na,Tang, Bo
supporting information, p. 9644 - 9647 (2017/09/01)
A novel method for concisely synthesizing 1,2,4-triazolines via [3+2] cyclization under visible light is reported. These compounds can be easily converted into 1,2,4-triazoles under basic or photoredox conditions. The application of the 1,2,4-triazoles was also investigated via mild operations.
Rh-Catalyzed Conversion of 3-Diazoindolin-2-imines to 5H-Pyrazino[2,3-b]indoles with Photoluminescent Properties
Ding, Hualong,Wang, Zaibin,Bai, Songlin,Lu, Ping,Wang, Yanguang
supporting information, p. 6514 - 6517 (2017/12/26)
A rhodium-catalyzed reaction between 3-diazoindolin-2-imines and 2H-azirines, followed by treatment with a base, furnishes 5H-pyrazino[2,3-b]indoles in excellent yields. A number of functional groups tolerate the reaction conditions, and the resulting 5H-
Kinetic Resolution of 2H-Azirines by Asymmetric Imine Amidation
Hu, Haipeng,Liu, Yangbin,Lin, Lili,Zhang, Yuheng,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 10098 - 10101 (2016/08/16)
Highly efficient kinetic resolution of 2H-azirines by an asymmetric imine amidation was achieved in the presence of a chiral N,N′-dioxide/ScIIIcomplex, thus providing a promising method to obtain the enantioenriched 2H-azirine derivatives and p
Substituted isoxazoles for the treatment of inflammation
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, (2010/11/30)
A class of substituted isoxazolyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula (III) wherein R7 is selected from hydroxyl, lower alkyl, carboxyl, halo, lower carboxylalkyl, lower alkoxycarbonylalkyl, lower alkoxyalkyl, lower carboxyalkoxyalkyl, lower haloalkyl, lower haloalkylsulfonyloxy, lower hydroxyalkyl, lower aryl (hydroxylalkyl), lower carboxyaryloxyalkyl, lower alkoxycarbonylaryloxyalkyl, lower cycloalkyl, lower cycloalkylalkyl, and lower aralkyl; and wherein R8 is one or more radicals independently selected from hydrido, lower alkylsulfinyl, lower alkyl, cyano, carboxyl, lower alkoxycarbonyl, lower haloalkyl, hydroxyl, lower hydroxyalkyl, lower haloalkoxy, amino, lower alkylamino, lower arylamino, lower aminoalkyl, nitro, halo, lower alkoxy, aminosulfonyl, and lower alkylthio; or a pharmaceutically-acceptable salt thereof.
