150718-83-5Relevant academic research and scientific papers
Nickel-Catalyzed Double Dehydrogenative Coupling of Secondary Alcohols and β-Amino Alcohols to Access Substituted Pyrroles
Alanthadka, Anitha,Bera, Sourajit,Vellakkaran, Mari,Banerjee, Debasis
supporting information, p. 13557 - 13564 (2019/10/16)
Herein, we demonstrate the first nickel-catalyzed double dehydrogenative condensation of secondary alcohols and β-amino alcohols in one pot to the pyrrole derivatives. A series of 2,5- and 2,3,5-substituted pyrroles were obtained in ≤83% yield, releasing
A nitrogen-ligated nickel-catalyst enables selective intermolecular cyclisation of β- And γ-amino alcohols with ketones: Access to five and six-membered N-heterocycles
Singh, Khushboo,Vellakkaran, Mari,Banerjee, Debasis
, p. 2250 - 2256 (2018/05/30)
Owing to the great demand for the synthesis of N-heterocycles, development of new reactions that utilise renewable resources and convert them into key chemicals using non-precious base metal-catalysts is highly desirable. Herein, we demonstrated a sustainable Ni-catalysed dehydrogenative approach for the synthesis of pyrroles, pyridines, and quinolines by the reaction of β- and γ-amino alcohols with ketones via C-N and C-C bond formations in a tandem fashion. A variety of aryl, hetero-aryl, and alkyl ketones having free amine, halide, alkyl, alkoxy, alkene, activated benzyl, and pyridine moieties were converted into synthetically interesting 2,3 and 2,3,5-substituted bicyclic as well as tricyclic N-heterocycles with up to 90% yields. As a highlight, we demonstrated the synthesis of an interesting pyrrole derivative by intermolecular cyclisation of a steroid hormone with phenylalaninol.
A Versatile Ru(II)-NNP Complex Catalyst for the Synthesis of Multisubstituted Pyrroles and Pyridines
Chai, Huining,Wang, Liandi,Liu, Tingting,Yu, Zhengkun
, p. 4936 - 4942 (2018/02/07)
A pincer-type Ru(II)-NNP complex bearing a pyrazolyl-(NH-PtBu2)-pyridine ligand was synthesized and structurally characterized by NMR, IR, elemental analysis, and X-ray single-crystal crystallographic determinations, which efficiently catalyzed the synthesis of multisubstituted pyrroles and pyridines by means of the reactions of secondary alcohols and β- or γ-amino alcohols through deoxygenation and selective C-N and C-C bond formation. The coupling reactions took place with 0.3 mol % catalyst loading and tolerated diverse functional groups. The present work provides an alternative method to construct highly active transition-metal complex catalysts from readily available ligands.
Direct synthesis of pyrroles by dehydrogenative coupling of β-aminoalcohols with secondary alcohols catalyzed by ruthenium pincer complexes
Srimani, Dipankar,Ben-David, Yehoshoa,Milstein, David
, p. 4012 - 4015 (2013/05/09)
Pyrroles were synthesized in one step by using the acceptorless dehydrogenative coupling of amino alcohols with secondary alcohols (equivalent amounts), catalyzed by ruthenium pincer complexes (0.5 mol %) and a base (less than stoichiometric amounts) through selective C-N and C-C bond formation. This atom-economical, environmentally friendly methodology offers easy access to a range of substituted pyrroles in moderate to good yields.
