13707-23-8Relevant articles and documents
Synthesis and structural diversity of heterobimetallic lanthanide-potassium complexes and catalytic activity for amidation of aldehydes with amines
Xu, Bin,Huang, Lingling,Yang, Zijian,Yao, Yingming,Zhang, Yong,Shen, Qi
, p. 3588 - 3595 (2011)
Four heterobimetallic lanthanide-potassium complexes stabilized by the carbon-bridged bis(phenolate) ligand MBMP2- (MBMP = 2,2′-methylene bis(6-tert-butyl-4-methylphenolate)), [{(MBMP) 2La(THF)2}2K][K(THF)6] (1), [(MBMP)Nd(μ-MBMP)K(THF)]2 (2), [(THF)2Sm(MBMP) 2K(THF)2] (3), and [(THF)2Yb(MBMP) 2K(THF)3] (4), were synthesized, and their structural features were provided. It was found that the ionic radii of lanthanide metals have a profound effect on the structures of the heterobimetallic complexes. Complexes 1 to 4 are efficient catalysts for amidation reactions of aldehydes with amines to produce amides in good to excellent yields under mild conditions.
Microwave-enhanced aminocarbonylations in water
Wu, Xiongyu,Larhed, Mats
, p. 3327 - 3329 (2005)
(Chemical Equation Presented) Aryl bromides can be rapidly converted to the corresponding secondary and tertiary benzamides in water. By using Mo(CO) 6 as the source of carbon monoxide, aminocarbonylations were conducted under air after only 10
Amide Bond Formation via the Rearrangement of Nitrile Imines Derived from N-2-Nitrophenyl Hydrazonyl Bromides
Boyle, Mhairi,Livingstone, Keith,Henry, Martyn C.,Elwood, Jessica M. L.,Lopez-Fernandez, J. Daniel,Jamieson, Craig
supporting information, p. 334 - 338 (2022/01/20)
We report how the rearrangement of highly reactive nitrile imines derived from N-2-nitrophenyl hydrazonyl bromides can be harnessed for the facile construction of amide bonds. This amidation reaction was found to be widely applicable to the synthesis of primary, secondary, and tertiary amides and was used as the key step in the synthesis of the lipid-lowering agent bezafibrate. The orthogonality and functional group tolerance of this approach was exemplified by the N-acylation of unprotected amino acids.
Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes
Chen, Xuenian,Kang, Jia-Xin,Ma, Yan-Na,Miao, Yu-Qi
supporting information, p. 3595 - 3599 (2021/06/06)
Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.
Catalyst-Free, Metal-Free, and Chemoselective Transamidation of Activated Secondary Amides
Ramkumar, Rajagopal,Chandrasekaran, Srinivasan
, p. 921 - 932 (2019/02/10)
A simple protocol, which is catalyst-free, metal-free, and chemoselective, for transamidation of activated secondary amides in ethanol as solvent under mild conditions is reported. A wide range of amines, amino acids, amino alcohols, and the substituents, which are problematic in catalyzed transamidation, are tolerated in this methodology. The transamidation reaction was successfully extended to water as the medium as well. The present methodology appears to be better than the other catalyzed transamidations reported recently.