252644-93-2Relevant academic research and scientific papers
Copper-Catalyzed A3-Coupling: Synthesis of 3-Amino-1,4-diynes
Choi, Yoon-Jeong,Jang, Hye-Young
, p. 3047 - 3050 (2016)
Cu-catalyzed A3(amine, aldehyde, and alkyne) coupling reactions were investigated for the synthesis of 3-amino-1,4-diynes. Although metal-catalyzed A3-coupling reactions have been extensively used to synthesize various propargylamine
Synthesis of N,N-disubstituted 3-amino-1,4-diynes and 3-amino-1-ynes by addition of alkynyldimethylaluminum reagents to N,N-disubstituted formamides and N,O-acetals
Korbad, Balaji L.,Lee, Sang-Hyeup
, p. 5089 - 5095 (2014/08/18)
A wide range of alkynyldimethylaluminum reagents, which were derived from terminal alkynes and trimethylaluminum, underwent a double addition to N,N-disubstituted formamides and their acetals to provide the corresponding N,N-disubstituted 3-amino-1,4-diynes in moderate to excellent yields. Also, these reagents smoothly underwent the addition to N,O-acetals to give the corresponding N,N-disubstituted 3-amino-1-ynes in excellent yields.
Copper-catalyzed coupling reaction of c-ome bonds adjacent to a nitrogen atom with terminal alkynes
Yao, Bangben,Zhang, Yuhong,Li, Yong
supporting information; experimental part, p. 4554 - 4561 (2010/09/10)
(Figure presented) The cross coupling of the C-OMe bond adjacent to a nitrogen atom in dialkoxy-N,N-dialkylmethanamines with terminal alkynes was efficiently approached in the presence of copper catalyst under mild conditions to give 3-amino-1,4-diynes in good yields. The reaction is promoted by phosphine ligands and the chemistry provides a simple and efficient route to 3-amino-1,4-diynes. Importantly, the Michael addition occurred with as-prepared 3-amino-1,4-diynes to give the useful Michael-adducts containing tert-alkylamines in a very convenient way. Further studies revealed that (E)-1,5-diarylpent-1-en-4-yn-3-one was formed through the rearrangement by using the neutral alumina column, and the corresponding imine 2-(1,5-diphenylpent-2- en-4-ynylideneamino)ethanol was obtained in the presence of AgOTf.
