73570-11-3Relevant articles and documents
Reductive Alkylation of Azides and Nitroarenes with Alcohols: A Selective Route to Mono- And Dialkylated Amines
Borthakur, Ishani,Maji, Milan,Joshi, Abhisek,Kundu, Sabuj
, p. 628 - 643 (2021/12/27)
Herein, we demonstrated an efficient protocol for reductive alkylation of azides/nitro compounds via a borrowing hydrogen (BH) method. By following this protocol, selective mono- and dialkylated amines were obtained under mild and solvent-free conditions. A series of control experiments and deuterium-labeling experiments were performed to understand this catalytic process. Mechanistic studies suggested that the Ir(III)-H was the active intermediate in this reaction. KIE study revealed that the breaking of the C-H bond of alcohol might be the rate-limiting step. Notably, this solvent-free strategy disclosed a high TON of around 5600. Based on kinetic studies and control experiments, a metal-ligand cooperative mechanism was proposed.
Zn(II) pyridinyl amine complexes, synthesis and crystal structure studies: A comparative study of the effect of nuclearity and benzoate type on the ring-opening polymerization of cyclic esters
Akintayo, Damilola C.,Jonnalagadda, Sreekantha B.,Munzeiwa, Wisdom A.,Omondi, Bernard
, (2021/12/21)
A series of N-(pyridinylmethyl)aniline Zn(II) carboxylate complexes were synthesized and fully characterized by NMR, IR, mass spectroscopy and elemental analysis. The reaction of the N-(pyridin-4-ylmethyl)aniline ligand (L1) with Zn(II) acetate and benzoi
BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant
Fan, Qing-Hua,Liu, Xintong,Luo, Zhenli,Pan, Yixiao,Xu, Lijin,Yang, Ji,Yao, Zhen,Zhang, Xin
supporting information, p. 5205 - 5211 (2021/07/29)
A versatile metal- and base-free direct reductive amination of aldehydes with amines using formic acid as a reductant under the catalysis of inexpensive BF3·Et2O has been developed. A wide range of primary and secondary amines and diversely substituted aldehydes are compatible with this transformation, allowing facile access to various secondary and tertiary amines in high yields with wide functional group tolerance. Moreover, the method is convenient for the late-stage functionalization of bioactive compounds and preparation of commercialized drug molecules and biologically relevant N-heterocycles. The procedure has the advantages of simple operation and workup and easy scale-up, and does not require dry conditions, an inert atmosphere or a water scavenger. Mechanistic studies reveal the involvement of imine activation by BF3and hydride transfer from formic acid.