433733-19-8Relevant academic research and scientific papers
Iron-Catalyzed Aerobic Oxidation and Annulation Reaction of Pyridine and α-Substituted Allenoate toward Functionalized Indolizine
Jin, Tao,Tang, Zhongzhong,Hu, Jie,Yuan, Hongdong,Chen, Yaoyao,Li, Chunju,Jia, Xueshun,Li, Jian
, p. 413 - 416 (2018)
An iron-catalyzed reaction of pyridine and α-substituted allenoate has been disclosed. The present strategy incorporates the aerobic oxidation into annulation involving substituted allenoate, thus providing a new access to functionalized indolizine.
Organocatalyzed [2+2] Cycloaddition Reactions between Quinone Imine Ketals and Allenoates
Liu, Teng,He, Chixian,Wang, Fan,Shen, Xiang,Li, Yongqin,Lang, Man,Li, Guijun,Huang, Chao,Cheng, Feixiang
, p. 518 - 526 (2020/10/12)
A new cycloaddition reaction of quinone imine ketals (QIKs), which could be utilized to the construction of functionalized azaspirocyclics under mild conditions, is described. This transformation involved a [2+2] cycloaddition reaction between QIKs and allenoates catalyzed by DABCO, and then treatment with 1 N HCl in one-pot. The strategy could provide a practical route to access azetidine-fused spirohexadienones in good to excellent yields and with high E -selectivity.
Diastereoselective Synthesis of Tetracyclic Tetrahydroquinoline Derivative Enabled by Multicomponent Reaction of Isocyanide, Allenoate, and 2-Aminochalcone
Wang, Zhishuang,Fei, Youwen,Tang, Chongrong,Cui, Lei,Shen, Jie,Yin, Kun,Lu, Shanya,Li, Jian
, p. 4094 - 4098 (2021/05/26)
We report here a multicomponent protocol to assemble several polycyclic dihydropyran-fused tetrahydroquinoline structures with excellent diastereoselectivity. This procedure employs simple feedstocks to accomplish a series of diverse structures, which is
Phosphine-Catalyzed [8 + 2]-Annulation of Heptafulvenes with Allenoates and Its Asymmetric Variant: Construction of Bicyclo[5.3.0]decane Scaffold
Gao, Zhenzhen,Wang, Chang,Zhou, Leijie,Yuan, Chunhao,Xiao, Yumei,Guo, Hongchao
supporting information, p. 4302 - 4305 (2018/07/29)
In this paper, a phosphine-catalyzed [8 + 2]-annulation of heptafulvene with allenoates has been achieved under mild conditions, giving functionalized bicyclo[5.3.0]decane derivatives in moderate to excellent yields. Using chiral phosphine as the catalyst, optically active products were obtained in moderate to high yields with excellent enantioselectivities.
Carbon-nitrogen bond cleavage of pyridine with two molecular substituted allenoates: Access to 2-arylpyrimidin-4(3: H)-one
Jin, Tao,Yuan, Hongdong,Su, Shikuan,Jia, Xueshun,Li, Chunju,Li, Jian,Fang, Jianhui
, p. 14128 - 14131 (2019/01/03)
A DABCO-catalyzed annulation reaction of pyridin-2-amine and substituted allenoates has been disclosed. This strategy allows for the ring-opening of a pyridine ring system and the formation of two new rings including a pyrimidinone ring and a benzene ring
Stereoselective Synthesis of Functionalized Benzooxazepino[5,4- a] isoindolone Derivatives via Cesium Carbonate Catalyzed Formal [5 + 2] Annulation of 2-(2-Hydroxyphenyl)isoindoline-1,3-dione with Allenoates
Yao, Chao,Bao, Yishu,Lu, Tao,Zhou, Qingfa
supporting information, p. 2152 - 2155 (2018/04/30)
In this work, we present a strategy for the stereoselective synthesis of functionalized benzooxazepino[5,4-a]isoindolone derivatives via a Cs2CO3-catalyzed domino β-addition and γ-aldol reaction of 2-(2-hydroxyphenyl)isoindoline-1,3-dione derivatives with allenoates, which offers an avenue for a combination of the structural unity between benzooxazepine and isoindolone motifs in synthetically useful yields with high stereoselectivities under mild conditions. Remarkably, it is the first example of highly stereoselective Cs2CO3-catalyzed formal [5 + 2] annulation of 2-(2-hydroxyphenyl)isoindoline-1,3-dione with allenoates.
Unique Reactivity of α-Substituted Electron-Deficient Allenes using Sulfinate Salts as Lewis Base Organocatalysts
Martzel, Thomas,Lohier, Jean-Fran?ois,Gaumont, Annie-Claude,Brière, Jean-Fran?ois,Perrio, Stéphane
, p. 96 - 106 (2017/01/14)
The efficient sulfinate-catalyzed intermolecular addition reaction of α-substituted allenyl sulfones and allenoates with Michael acceptors is highlighted. The sequence proceeds under mild conditions to provide a scalable and efficient access to versatile
Synthesis of Spirobidihydropyrazole through Double 1,3-Dipolar Cycloaddition of Nitrilimines with Allenoates
Liu, Honglei,Jia, Hao,Wang, Bo,Xiao, Yumei,Guo, Hongchao
supporting information, p. 4714 - 4717 (2017/09/23)
The double 1,3-dipolar cycloaddition of allenoates with nitrilimines has been achieved under mild reaction conditions, affording a variety of spirobidihydropyrazoles in moderate to excellent yields with excellent diastereoselectivities. The reaction diastereoselectively constructs double dihydropyrazole moieties and two chiral centers including a spiro carbon center.
Phosphine-Catalyzed Enantioselective [4 + 3] Annulation of Allenoates with C,N-Cyclic Azomethine Imines: Synthesis of Quinazoline-Based Tricyclic Heterocycles
Yuan, Chunhao,Zhou, Leijie,Xia, Miaoren,Sun, Zhanhu,Wang, Dongqi,Guo, Hongchao
supporting information, p. 5644 - 5647 (2016/11/17)
With the use of a commercially available chiral phosphine as the catalyst, the first catalytic enantioselective [4 + 3] annulation of allenoates with C,N-cyclic azomethine imines is developed. The reaction works efficiently under mild reaction conditions to afford seven-membered ring-fused quinazoline-based tricyclic heterocycles in high yields with good to excellent diastereo- and enantioselectivities.
Synthesis of terminal allenes through copper-mediated cross-coupling of ethyne with N-tosylhydrazones or α-diazoesters
Ye, Fei,Wang, Chengpeng,Ma, Xiaoshen,Hossain, Mohammad Lokman,Xia, Ying,Zhang, Yan,Wang, Jianbo
, p. 647 - 652 (2016/09/12)
Ethyne is employed as coupling partner in coppermediated cross-coupling reactions with N-tosylhydrazones and α-diazoacetate, leading to the development of a new synthetic method for terminal allenes. With this novel coupling method, the terminal allenes w
