3171-45-7Relevant articles and documents
Some Aspects of the Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction
Pokhodylo,Tupychak,Shyyka, O. Ya.,Obushak
, p. 1310 - 1321 (2019/11/03)
Some peculiar features of two most commonly used catalytic systems (Cul and CuSOVsodium ascorbate) controlling the regioselectivity of 1,3-dipolar cycloaddition of azides to terminal alkynes have been studied. Their potentialities, main disadvantages, and limitations have been demonstrated by a number of examples, including reactions of low-molecular-weight azides and alkynes containing heterocyclic substituents. The possibility of using novel reagents in click reactions is discussed.
A Reusable Co Catalyst for the Selective Hydrogenation of Functionalized Nitroarenes and the Direct Synthesis of Imines and Benzimidazoles from Nitroarenes and Aldehydes
Schwob, Tobias,Kempe, Rhett
supporting information, p. 15175 - 15179 (2016/11/25)
The use of abundantly available transition metals in reactions that have been preferentially mediated by rare noble metals, for example, hydrogenations, is a desirable aim in catalysis and an attractive strategy for element conservation. The observation of novel selectivity patterns with such inexpensive metal catalysts is especially appealing. Herein, we report a novel, robust, and reusable cobalt catalyst that permits the selective hydrogenation of nitroarenes in the presence of highly hydrogenation-sensitive functional groups, as well as the direct synthesis of imines from nitroarenes and aldehydes or ketones in the presence of such substituents. Furthermore, we introduce the first base-metal-mediated direct synthesis of benzimidazoles from nitroarenes and aldehydes. Functional groups that are easy to hydrogenate are again well tolerated.
A Reusable Mesoporous Nickel Nanocomposite Catalyst for the Selective Hydrogenation of Nitroarenes in the Presence of Sensitive Functional Groups
Hahn, Gabriela,Ewert, Julia-Katharina,Denner, Christine,Tilgner, Dominic,Kempe, Rhett
, p. 2461 - 2465 (2016/08/24)
The synthesis of aromatic amines from nitroarenes through hydrogenation is an industrially and academically important reaction. In addition, the employment of base metal catalysts in reactions that are preferentially mediated by rare noble metals is a desirable aim in catalysis and an attractive element-conservation strategy. Especially appealing is the observation of novel selectivity patterns with such inexpensive metal catalysts. Herein, we report a novel mesostructured Ni nanocomposite catalyst. It is the first example of a reusable Ni catalyst that is able to hydrogenate nitroarenes selectively to anilines in the presence of highly sensitive functional groups such as C=C bonds and nitrile, aldehyde, and iodo substituents.
