95419-14-0Relevant academic research and scientific papers
Photoinduced Olefin Diamination with Alkylamines
Angelini, Lucrezia,Govaerts, Sebastian,Hampton, Charlotte,Leonori, Daniele,Malet-Sanz, Laia,Ruffoni, Alessandro
supporting information, p. 15021 - 15028 (2020/06/17)
Vicinal diamines are ubiquitous materials in organic and medicinal chemistry. The direct coupling of olefins and amines would be an ideal approach to construct these motifs. However, alkene diamination remains a long-standing challenge in organic synthesis, especially when using two different amine components. We report a general strategy for the direct and selective assembly of vicinal 1,2-diamines using readily available olefin and amine building blocks. This mild and straightforward approach involves in situ formation and photoinduced activation of N-chloroamines to give aminium radicals that enable efficient alkene aminochlorination. Owing to the ambiphilic nature of the β-chloroamines produced, conversion into tetra-alkyl aziridinium ions was possible, thus enabling diamination by regioselective ring-opening with primary or secondary amines. This strategy streamlines the preparation of vicinal diamines from multistep sequences to a single chemical transformation.
Sn(OTf)2 catalysed regioselective styrene oxide ring opening with aromatic amines
Mancilla, Gabriela,Femenía-Ríos, Marienca,Macías-Sánchez, Antonio J.,Collado, Isidro G.
experimental part, p. 11732 - 11737 (2009/04/11)
Sn(OTf)2 is an efficient and versatile catalyst for the highly regioselective opening of styrene oxide with aromatic amines, which allowed for the preparation of fourteen 2-arylamino-2-phenylethanols, some of them described here for the first time (6g, 6i, 6j, 6k and 6m). Sn(OTf)2 also catalyses the opening of styrene oxide with aliphatic amines in moderate to high yields but with a lower degree of regioselectivity. 2-Akylamino-1-phenylethanols are the predominant products when moderate to high regioselectivity is observed (compounds 4b, 4c and 4d). This is the first report of the use of Sn(OTf)2 to catalyse the opening of an epoxide by aliphatic amines.
Diisopropoxyaluminium trifluoroacetate: A new promoter for aminolysis of epoxides
Rampalli, Sriram,Chaudhari, Sachin S.,Akamanchi, Krishnacharya G.
, p. 78 - 80 (2007/10/03)
Aminolysis of symmetrical as well as unsymmetrical epoxides using various amines in the presence of diisopropoxyaluminium trifluoroacetate (DIPAT) as a new promoter gave 1,2-amino alcohols in excellent yields at room temperature with good to excellent selectivities.
Lanthanide(III) trifluoromethanesulfonates as extraordinarily effective new catalysts for the aminolysis of 1,2-epoxides
Chini, Marco,Crotti, Paolo,Favero, Lucilla,Macchia, Franco,Pineschi, Mauro
, p. 433 - 436 (2007/10/02)
Lanthanide(III) trifluoromethanesulfonates (triflates), such as Yb(OTf)3, Nd(OTf)3 and Gd(OTf)3, catalyze in a extraordinarily efficient way the aminolysis of 1,2-epoxides, affording the corresponding β-amino alcohols, at
