41769-31-7Relevant academic research and scientific papers
A copper-catalyzed reaction between terminal alkynes, acetylenic esters, and oxiranes: efficient synthesis of 2H-pyran-4-carboxylate
Jahanshad, Milad,Manafi, Mohammadreza,Mousavi-Safavi, Seyed Mahmoud,Homami, Seyed Saied,Ghazanfarpour-Darjani, Majid
, p. 113 - 122 (2020/01/06)
Abstract: A catalytic reaction between terminal alkynes, acetylenic esters, and oxiranes has been described. This domino transformation serves as a useful sequential and one-pot method for the synthesis of 2H-pyran-4-carboxylate skeletons from the readily available starting materials. In situ-generated copper acetylides treated initially with oxiranes in the presence of copper catalysts and tetrabutylphosphonium salts, followed by addition of propiolates after 60?min to form synthetically important heterocycles. Graphic abstract: [Figure not available: see fulltext.]
Construction of Cyclobutanes by Multicomponent Cascade Reactions in Homogeneous Solution through Visible-Light Catalysis
Lei, Tao,Zhou, Chao,Wei, Xiang-Zhu,Yang, Bing,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
, p. 879 - 884 (2019/01/04)
[2+2] Photocycloaddition of two olefins is a general method to assemble the core scaffold, cyclobutane, found in numerous bioactive molecules. A new approach to synthesize cyclobutanes through multicomponent cascade reactions by merging aldol reaction and Witting reaction with visible-light-induced [2+2] cycloaddition is reported. An array of cyclobutanes with high selectivity has been achieved from commercially available aldehydes, ketones (or phosphorus ylide), and olefins with visible-light irradiation of a catalytic amount of (fac-tris(2-phenylpyridinato-C2,N)iridium) ([Ir(ppy)3]) at room temperature. Control experiments and spectroscopic studies revealed that the triplet–triplet energy transfer from the excited [Ir(ppy)3]* to enones, generated in situ from aldehyde and ketone or aldehyde and phosphorus ylide, is responsible for these simple and efficient muticomponent transformations.
Chemo- and Regioselective Synthesis of Alkynyl Cyclobutanes by Visible Light Photocatalysis
Zhou, Chao,Lei, Tao,Wei, Xiang-Zhu,Liu, Zan,Chen, Bin,Ramamurthy, Vaidhyanathan,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 6808 - 6811 (2018/11/21)
Here is the first visible light catalytic intermolecular cross [2 + 2] cycloaddition of enynes with alkenes to alkynyl cyclobutanes established with good functional group tolerance and high reaction efficiency and selectivity. Detailed studies reveal that
A highly practical approach to chiral homoallylic-homopropargylic amines via aza-Barbier reaction
Yuan, Bin-Hua,Zhang, Zhi-Cheng,Liu, Wen-Jie,Sun, Xing-Wen
supporting information, p. 2147 - 2151 (2016/05/02)
The first access to chiral homoallylic-homopropargylic amine bearing two contiguous stereocenters has been well accomplished via zinc-promoted aza-Barbier reaction. N-tert-Butanesulfinyl ketimines are well-tolerated substrates, providing the tertiary amin
