10264-05-8Relevant articles and documents
Photochemical desulfonylation of N-tosyl amides by 2-phenyl-N,N′- dimethylbenzimidazoline (PDMBI)
Liu, Qiang,Liu, Zhengang,Zhou, Yu-Lu,Zhang, Wei,Yang, Li,Liu, Zhong-Li,Yu, Wei
, p. 2510 - 2512 (2005)
Photoinduced electron transfer reaction between N-tosyl amides and 2-phenyl-N,N′-dimethylbenzimidazoline (PDMBI) provides an efficient approach for the desulfonylation of N-tosyl amides. Georg Thieme Verlag Stuttgart.
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Buehler,Mackenzie
, p. 421 (1937)
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Simple RuCl3-catalyzed amide synthesis from alcohols and amines
Ghosh, Subhash Chandra,Hong, Soon Hyeok
, p. 4266 - 4270 (2010)
A catalyst for the direct synthesis of amides from amines and alcohols, generated in situ from the economically attractive and readily available RuCl3, an N-heterocyclic carbene (NHC), and pyridine, was developed. Of the screened NHC precursors, a less bulky one gave better yields for modestly sterically hindered substrates. In a search for the true catalytic intermediates, Grubbs catalysts were found to be active for the amidation of alcohols under basic conditions, suggesting that an Ru complex supported by an NHC ligand can catalyze the reaction.
A polymer supported Cu(II) catalyst for oxidative amidation of benzyl alcohol and substituted amines in TBHP/H2O
Renuka,Gayathri
, p. 71 - 77 (2018)
A new polymer supported copper complex of 2,6-bis(benzimidazolyl)pyridine Cu(PS-BBP)Cl2 was prepared and characterized by elemental analyses, AAS, ESR, IR and UV–Vis spectral studies, magnetic moment measurement and thermogravimetric analyses. A facile oxidative coupling of alcohols and amines to synthesize amides was developed using Cu(PS-BBP)Cl2 as a catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant using water as a solvent in a one-pot process. The optimum conditions were determined for the reaction of benzyl alcohol and benzylamine by varying solvents, temperature, substrate to TBHP ratio and catalyst concentration and the yield resulted was found to be 95%. The catalyst showed excellent catalytic activity and reusability. A tentative reaction mechanism has been proposed.
Direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2
Wang, Hui,Dong, Wei,Hou, Zhipeng,Cheng, Lidan,Li, Xiufen,Huang, Longjiang
, (2020/02/15)
This paper described a mild and efficient direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2. Arylacetic acid derivatives reacted with different amines to afford the corresponding amides in good to excellent yield except of aniline. Aryl formic acids failed to react with aniline but smoothly reacted with aliphatic amines and benzylamine in moderate to good yield, fatty acids reacting with benzyl and aliphatic amines give amides in good to excellent yield. Chiral amino acids derivatives were transformed into amides without racemization in moderate yield. The possible mechanism of direct amidation catalyzed by TiCp2Cl2 was discussed. This catalytic method is very suitable for the amidation of low sterically hindered arylacetic acid, fatty acids with different low sterically hindered amines except aniline, as well as the amidation of aryl formic acid with benzyl and aliphatic amines.
Synthesis of secondary amides by direct amidation using polymer supported copper(II) complex
Renuka,Gayathri
, p. 195 - 202 (2018/05/04)
A new polymer supported Cu(II) complex has been synthesized and characterized by CHN analyses, IR and UV–Vis spectral studies, ESR and thermogravimetric analyses, ICP-OES, surface area measurements. This complex was screened for their catalytic study towards the direct amidation reaction. The effects of solvents, reaction time, temperature and catalyst amount for the direct formation of amides from aldehydes and benzylamine with the aid of heterogeneous copper complex were reported. The polymer supported Cu(II) catalyst could be reused more than five times without appreciable loss of its initial activity. The plausible reaction mechanism has been proposed. The catalytic activity of the unsupported complex was also compared with the polymer supported Cu(II) complex.
