42577-03-7Relevant academic research and scientific papers
N-Formylation of amines by methanol activation
Ortega, Nuria,Richter, Christian,Glorius, Frank
, p. 1776 - 1779 (2013)
The homogeneous catalyzed dehydrogenation of methanol in a synthetically valuable cross-coupling reaction was achieved. By the use of a simple ruthenium-N-heterocyclic carbene complex, MeOH and primary or secondary amines can be converted into formamides.
Selective Palladium-Catalyzed Aminocarbonylation of Olefins to Branched Amides
Liu, Jie,Li, Haoquan,Spannenberg, Anke,Franke, Robert,Jackstell, Ralf,Beller, Matthias
supporting information, p. 13544 - 13548 (2016/10/21)
A general and efficient protocol for iso-selective aminocarbonylation of olefins with aliphatic amines has been developed for the first time. Key to the success for this process is the use of a specific 2-phosphino-substituted pyrrole ligand in the presence of PdX2(X=halide) as a pre-catalyst. Bulk industrial and functionalized olefins react with various aliphatic amines, including amino-acid derivatives, to give the corresponding branched amides generally in good yields (up to 99 %) and regioselectivities (b/l up to 99:1).
Rh(I)-Catalyzed Hydroamidation of Olefins via Selective Activation of N-H Bonds in Aliphatic Amines
Dong, Kaiwu,Fang, Xianjie,Jackstell, Ralf,Laurenczy, Gabor,Li, Yuehui,Beller, Matthias
supporting information, p. 6053 - 6058 (2015/05/27)
Hydroamidation of olefins constitutes an ideal, atom-efficient method to prepare carboxylic amides from easily available olefins, CO, and amines. So far, aliphatic amines are not suitable for these transformations. Here, we present a ligand- and additive-free Rh(I) catalyst as solution to this problem. Various amides are obtained in good yields and excellent regioselectivities. Notably, chemoselective amidation of aliphatic amines takes place in the presence of aromatic amines and alcohols. Mechanistic studies reveal the presence of Rh-acyl species as crucial intermediates for the selectivity and rate-limiting step in the proposed Rh(I)-catalytic cycle. (Chemical Formula Presented).
