70490-79-8Relevant academic research and scientific papers
CuBr-catalyzed efficient alkynylation of sp3 C-H bonds adjacent to a nitrogen atom
Li, Zhiping,Li, Chao-Jun
, p. 11810 - 11811 (2004)
A simple and effective catalytic method to construct propargylamine was developed by using copper bromide and tert-BuOOH via a combination of sp3 C-H bond and sp C-H bond activations followed by C-C bond formation. Copyright
Mild and efficient synthesis of propargylamines by copper-catalyzed Mannich reaction
Bieber, Lothar W.,Da Silva, Margarete F.
, p. 8281 - 8283 (2007/10/03)
Terminal alkynes can be condensed with aqueous formaldehyde and primary or secondary amines to give secondary and tertiary propargylamines. The reaction is best carried out in DMSO under CuI catalysis. Terminal alkynes undergo mild and efficient aminomethylation with aqueous formaldehyde and secondary amines under CuI catalysis. In most cases high to nearly quantitative yields of tertiary propargylamines are obtained in DMSO solution at room temperature. Aromatic, aliphatic and silylated acetylenes as well as alkynols can be used. Primary amines are less reactive and satisfactory yields of secondary propargylamines are obtained only with phenylacetylene.
