25725-55-7Relevant academic research and scientific papers
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
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 Domino Approach for the Synthesis of 4-Carboxamide Oxazolines from Azirines
Nikbakht, Ali,Mohammadi, Fariba,Mousavi, Mohammad Sadeq,Amiri, Kamran,Balalaie, Saeed,Rominger, Frank,Bijanzadeh, Hamid Reza
, p. 4654 - 4661 (2021/08/25)
A regio- and diastereoselective ring-expansion reaction of N-acylaziridines is described for the synthesis of 4-carboxamide oxazolines using InCl3. A domino Ugi-Joullié/ring-expansion reaction of arylphenylazirines, isocyanides, and carboxylic
A copper-catalyzed insertion of sulfur dioxide: Via radical coupling
Zhang, Jun,Yang, Min,Liu, Jin-Biao,He, Fu-Sheng,Wu, Jie
, 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.
-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
Regioselective Synthesis of Indolopyrazines through a Sequential Rhodium-Catalyzed Formal [3+3] Cycloaddition and Aromatization Reaction of Diazoindolinimines with Azirines
Baek, Yonghyeon,Maeng, Chanyoung,Kim, Hyunseok,Lee, Phil Ho
, p. 2349 - 2360 (2018/02/23)
A regioselective synthetic method for the preparation of indolopyrazines was demonstrated through a sequential Rh-catalyzed formal [3+3] cycloaddition and aromatization reaction of a wide range of diazoindolinimines with azirines. Because the previously reported synthetic methods afforded mixtures of indolopyrazines, the present method using unsymmetrical azirines has a strong advantage from a regioselectivity viewpoint.
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.
Elemental tellurium mediated synthesis of 2-(trifluoromethyl)oxazoles using trifluoroacetic anhydride as reagent
Luo, Beibei,Weng, Zhiqiang
supporting information, p. 10750 - 10753 (2018/09/29)
An elemental tellurium mediated synthesis of 2-(trifluoromethyl)oxazoles from the reaction of acetophenone oxime acetates with trifluoroacetic anhydride has been developed. This new tandem cyclization proceeds in good to excellent yields via a SET reduction followed by a 5-endo-trig pathway. Some of the title compounds showed fungicidal and insecticidal activities.
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.
