1619-75-6Relevant academic research and scientific papers
Novel Synthesis of 2-Oxo-3-butynoates by Copper-Catalyzed Cross-Coupling Reaction of Terminal Alkynes and Monooxalyl Chloride
Guo, Minjie,Li, Dao,Zhang, Zhaoguo
, p. 10172 - 10174 (2003)
A general and efficient Cu(I)-catalyzed cross-coupling reaction of terminal alkynes and monooxalyl chloride for the synthesis of 2-oxo-3-butynoates and 2-oxo-3-butynoamides was developed. Readily available starting materials, the mild reaction conditions, wide functional group tolerance, and the obviation of stoichiometric organolithium or magnesium reagents combine to highlight this reaction.
An Unprecedented Organocascade Synthesis of Functionalized Bicyclic Nitrones from 2-Aminomalonate Derived Nucleophiles and 1-Nitro-1,3-Enynes via Allenes Formation and Subsequent Rearrangement
Huang, Wan-Yun,Gurubrahamam, Ramani,Chen, Kwunmin
supporting information, p. 170 - 175 (2018/12/11)
An efficient organocatalytic cascade reaction for synthesising functionalized bicyclic nitrones is reported. The reaction of dielectrophilic ethyl 2-(nitromethylene)-4-arylbut-3-ynoate and (E)-diethyl 2-((2-hydroxybenzylidene)-amino)malonates to give a un
Organocatalytic synthesis of densely functionalized oxa-bridged 2,6-epoxybenzo[: B] [1,5]oxazocine heterocycles
Gurubrahamam, Ramani,Nagaraju, Koppanathi,Chen, Kwunmin
supporting information, p. 6048 - 6051 (2018/06/18)
Metal-free addition of salicylhydrazones to electron deficient internal alkynes catalyzed by 1,4-diazabicyclo[2.2.2]octane (DABCO) to yield oxa-bridged 2,6-epoxybenzo[b][1,5]oxazocine heterocycles was achieved. The demonstrated protocol proceeds through an o-quinone methide formation, aza-Michael addition, stereoselective protonation, enamine promoted aromatization, O,O-acetalization and O,N-aminalization sequence to provide privileged heterocycles in good yields with high diastereoselectivities.
Three-component assembly and divergent ring-expansion cascades of functionalized 2-iminooxetanes
Yao, Weijun,Pan, Lianjie,Zhang, Yiping,Wang, Gang,Wang, Xiaoqin,Ma, Cheng
supporting information; experimental part, p. 9210 - 9214 (2011/02/23)
A bold diversification strategy: Aromatic alkynes, p-toluenesulfonyl azide, and aromatic 2-oxobut-3-ynoates underwent a copper(I)-catalyzed multicomponent reaction to provide functionalized 2-iminooxetanes 1, which could be converted selectively into five-membered nitrogen-containing heterocycles of two different sorts, depending on the reaction conditions (see scheme; Tf= trifluoromethanesulfonyl; R=Et, iPr). Copyright
