606123-81-3Relevant articles and documents
Diastereoselective 1,3-Dipolar Cycloadditions of N,N′-Cyclic Azomethine Imines with Iminooxindoles for Access to Oxindole Spiro-N,N-bicyclic Heterocycles
Zhao, Hong-Wu,Li, Bo,Pang, Hai-Liang,Tian, Ting,Chen, Xiao-Qin,Song, Xiu-Qing,Meng, Wei,Yang, Zhao,Zhao, Yu-Di,Liu, Yue-Yang
, p. 848 - 851 (2016)
In the presence of CuI, 1,3-dipolar cycloadditions of N,N′-cyclic azomethine imines with iminooxindoles proceeded readily and furnished novel oxindole spiro-N,N-bicyclic heterocycles in moderate to excellent chemical yields with excellent diastereoselecti
Asymmetric [3 + 2] Cycloaddition Employing N, N′-Cyclic Azomethine Imines Catalyzed by Chiral-at-Metal Rhodium Complex
Gong, Jun,Wan, Qian,Kang, Qiang
supporting information, p. 3354 - 3357 (2018/06/11)
An efficient asymmetric 1,3-dipolar cycloaddition of α,β-unsaturated 2-acyl imidazoles with N,N′-cyclic azomethine imines catalyzed by a chiral-at-metal rhodium complex is reported. The corresponding N,N′-bicyclic pyrazolidine derivatives with three conti
Bronsted acid or lewis acid catalyzed [3+3] cycloaddition of azomethine imines with N-benzyl azomethine ylide: A facile access to bicyclic N-heterocycles
Li, Shuo-Ning,Yu, Bin,Liu, Jia,Li, Hong-Lian,Na, Risong
supporting information, p. 282 - 286 (2016/01/20)
1,3-Dipolar cycloaddition reactions are one of the most important methods to obtain diverse heterocycles with novel skeletons. We herein report the Bronsted acid or Lewis acid catalyzed [3+3] cycloaddition of azomethine imines with nonstabilized azomethine ylide generated in situ from an N-benzyl precursor, providing a clean and facile access to diverse bicyclic N-heterocycles in moderate to good yields for further biological testing. Also, the protocol developed achieved the formation of C-C and C-N bonds simultaneously in a single step.
Asymmetric [3 + 2] Cycloaddition of Methyleneindolinones with N,N′-Cyclic Azomethine Imines Catalyzed by a N,N′-Dioxide-Mg(OTf)2 Complex
Yin, Chengkai,Lin, Lili,Zhang, Dong,Feng, Juhua,Liu, Xiaohua,Feng, Xiaoming
, p. 9691 - 9699 (2015/10/12)
A highly efficient chiral N,N′-dioxide-Mg(OTf)2 catalyst system has been developed for the asymmetric 1,3-dipolar cycloaddition between methyleneindolinones and N,N′-cyclic azomethine imines. The desired pyrazolidine products with contiguous qu
Phosphine-catalyzed [3+2] cycloaddition reactions of azomethine imines with electron-deficient alkenes: A facile access to dinitrogen-fused heterocycles
Li, Zhen,Yu, Hao,Liu, Honglei,Zhang, Lei,Jiang, Hui,Wang, Bo,Guo, Hongchao
supporting information, p. 1731 - 1736 (2014/03/21)
An efficient method for the phosphine-catalyzed [3+2] cycloaddition reaction of azomethine imines with diphenylsulfonyl alkenes to give dinitrogen-fused bi- or tricyclic heterocyclic compounds in high yields has been described. Moreover, two phenylsulfony
Enantioselective copper-catalyzed [3+3] cycloaddition of azomethine ylides with azomethine imines
Guo, Hongchao,Liu, Honglei,Zhu, Fu-Lin,Na, Risong,Jiang, Hui,Wu, Yang,Zhang, Lei,Li, Zhen,Yu, Hao,Wang, Bo,Xiao, Yumei,Hu, Xiang-Ping,Wang, Min
supporting information, p. 12641 - 12645 (2013/12/04)
The more dipoles, the merrier: An asymmetric [3+3] cycloaddition of azomethine ylides derived from imines 1 with azomethine imines 2 in the presence of a chiral ferrocenylphosphine-copper catalyst afforded highly functionalized heterocyclic products 3 in high yield with excellent enantio- and diastereoselectivity (see scheme; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene). The 1,3-dipolar reaction partners can be readily prepared from aldehydes. Copyright
Copper(I) acetate-catalyzed cycloaddition between azomethine imines and propiolates under additive-free conditions
Shao, Changwei,Zhang, Qun,Cheng, Guolin,Cheng, Chuanjie,Wang, Xinyan,Hu, Yuefei
, p. 6443 - 6448 (2013/10/21)
Because propiolates easily undergo base-catalyzed self-Michael addition, most popular catalytic systems in CuAAC cannot be used in the cycloaddition between azomethine imines and propiolates, because such reactions usually require the use of tertiary amin
Catalyst free 1,3-dipolar cycloaddition of 3-oxo-1,2-pyrazolidinium ylides to β-trifluoroacetyl vinyl ethyl ether: Synthesis of 6-trifluoroacetyl substituted bicyclic pyrazolidinones
Xin, Yong,Zhao, Jingwei,Gu, Jiwei,Zhu, Shizheng
experimental part, p. 402 - 408 (2011/07/30)
A catalyst free cycloaddition reaction of 3-oxo-1,2-pyrazolidinium ylides with β-trifluoroacetyl vinyl ethyl ether is reported, which proceeded smoothly at ambient temperature and afford the bicyclic pyrazolidinone products in good yield. This is the firs
A new copper-catalyzed [3 + 2] cycloaddition: Enantioselective coupling of terminal alkynes with azomethine imines to generate five-membered nitrogen heterocycles
Shintani, Ryo,Fu, Gregory C.
, p. 10778 - 10779 (2007/10/03)
A copper-catalyzed method for the regioselective 1,3-dipolar cycloaddition of azomethine imines to terminal alkynes has been developed. Through the use of a chiral phosphaferrocene-oxazoline ligand, a wide range of substrates can be coupled to generate us