183275-87-8Relevant articles and documents
Conversion of furfural to tetrahydrofuran-derived secondary amines under mild conditions
Jiang, Shi,Muller, Eric,Jer?me, Fran?ois,Pera-Titus, Marc,De Oliveira Vigier, Karine
supporting information, p. 1832 - 1836 (2020/04/09)
The production of amino-containing compounds from biomass is an important goal of research programs. Starting from carbohydrate-based furfural, a simple and highly efficient system was developed for producing a library of secondary and tertiary tetrahydrofurfurylamines under mild conditions (25 °C/1 bar H2) with excellent yields (>90%). Commercially available Pd/Al2O3 proved to be a suitable catalyst and exhibited outstanding performance.
Lewis Acid Catalyzed Cyclization Reactions of Ethenetricarboxylates via Intramolecular Hydride Transfer
Yamazaki, Shoko,Naito, Taku,Niina, Mamiko,Kakiuchi, Kiyomi
, p. 6748 - 6763 (2017/07/15)
Catalytic cyclization of amides of ethenetricarboxylate bearing ether and acetal groups has been examined. The reaction of the amides bearing cyclic ether and acetal groups in the presence of Lewis acid such as Sc(OTf)3 gave spirocyclic piperidine derivatives as major products. The cyclized products may be formed via intramolecular hydride transfer. The reaction mechanism was examined by the DFT calculations. The scope and limitations of the hydride transfer/cyclization reactions of amides of ethenetricarboxylates was investigated, and morpholine formation by intramolecular oxy-Michael addition was also found.
Ruthenium-catalyzed N-alkylation of amines with alcohols under mild conditions using the borrowing hydrogen methodology
Enyong, Arrey B.,Moasser, Bahram
, p. 7553 - 7563 (2014/09/17)
Using a simple amino amide ligand, ruthenium-catalyzed one-pot alkylation of primary and secondary amines with simple alcohols was carried out under a wide range of conditions. Using the alcohol as solvent, alkylation was achieved under mild conditions, even as low as room temperature. Reactions occurred with high conversion and selectivity in many cases. Reactions can also be carried out at high temperatures in organic solvent with high selectivity using stoichiometric amounts of the alcohol.
Use of solid supported nucleophiles and electrophiles for the purification of non-peptide small molecule libraries
Kaldor, Stephen W.,Siegel, Miles G.,Fritz, James E.,Dressman, Bruce A.,Hahn, Patric J.
, p. 7193 - 7196 (2007/10/03)
Solid supported nucleophiles and electrophiles are employed to expedite the work-up and purification of a variety of amine alkylations and acylations. These solid supported scavengers are particularly advantageous for the construction of non-peptide libraries in a parallel array format.
