51774-43-7Relevant academic research and scientific papers
N-Heterocyclic Carbene/Cobalt Cooperative Catalysis for the Chemo- and Regioselective C?N Bond Formation between Aldehyde and Amines/Amides
Siddiqui, Asher M.,Khalid, Anam,Khan, Arif,Azad, Chandra S.,Samim, Mohd.,Khan, Imran A.
, p. 4281 - 4287 (2020/07/24)
A novel methodology for the construction of various secondary (4 examples), tertiary amides (31 examples), and imides (16 examples) by a Cobalt(II) catalyzed oxidative amide coupling in aqueous media. The Co(III)-TMC was reacted with N-Heteroatom Carbene to form active catalyst Co(II)NHC-TMC in situ which involves in the coordination with Breslow's intermediate and SET for the activation of aldehyde and amides. The mechanism for activation of amide and amine differs on the basis of SET based nucleophilic addition and ligand exchange respectively. The regeneration of the catalyst was achieved using Fe(III)(EDTA)-H2O2 as oxidant. The use of Co(II)TMC-O2 was also found equally efficient in the process. The method is found regioselective for N?H activation in the presence of equally susceptible ortho-C?H bond activation. And amines were found more susceptible then the corresponding amide for the reaction.
An efficient synthesis of benzothiazole using tetrabromomethane as a halogen bond donor catalyst
Kazi, Imran,Sekar, Govindasamy
, p. 9743 - 9756 (2019/12/02)
An efficient and mild protocol has been developed for the synthesis of 2-substituted benzothiazole under solvent- and metal-free conditions using CBr4 as the catalyst. This process involves the activation of a thioamide through halogen bond formation between the sulphur atom of the thioamide and bromine atom of the CBr4 molecule. The presence of halogen-bonding interaction between N-methylthioamides and tetrabromomethane has been demonstrated with several control experiments, spectroscopic analysis and density functional theory (DFT). This methodology has a wide substrate scope for the synthesis of both 2-alkyl and 2-aryl substituted benzothiazoles.
KMnO4-mediated oxidative C[sbnd]N bond cleavage of tertiary amines: Synthesis of amides and sulfonamides
Zhang, Zhang,Liu, Yong-Hong,Zhang, Xi,Wang, Xi-Cun
, p. 2763 - 2770 (2019/04/10)
KMnO4-mediated oxidative C[sbnd]N bond cleavage of tertiary amines producing secondary amine was introduced, which was trapped by electrophiles (acyl chloride and sulfonyl chloride) to form amides and sulfonamides. The reaction could take place at mild condition, tolerating a wide range of function groups and affording products in moderate to excellent yields.
Palladium-catalyzed aminocarbonylation of aryl iodides with amides and N-alkyl anilines
Ran, Longfei,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
, p. 577 - 583 (2014/02/14)
A novel and efficient palladium-catalyzed aminocarbonylation of aryl iodides with amides and N-alkyl anilines has been developed. The reaction tolerates a wide range of functional groups and is a reliable method for the rapid synthesis of a variety of valuable imides and tertiary benzanilides under an atmospheric pressure of CO. Copyright
NBu4NI-catalyzed oxidative amidation of aldehydes with tertiary amines
Wang, Shan,Wang, Jian,Guo, Rui,Wang, Gao,Chen, Shan-Yong,Yu, Xiao-Qi
supporting information, p. 6233 - 6236 (2013/10/22)
An efficient oxidative coupling protocol for amide formation has been developed. Various tertiary amines and aromatic aldehydes were oxidized to their corresponding tertiary amides in moderate to good yields in the presence of a simple nBu4NI-catalyst.
EFFECT OF STRUCTURE OF REAGENTS AND TEMPERATURE IN THE REACTIONS OF AROYL CHLORIDES WITH N-METHYLARYLAMINES IN BENZENE
Titskii, G. D.
, p. 1714 - 1718 (2007/10/02)
The kinetics of the reactions of aroyl chlorides with N-methylarylamines in benzene were studied with crossed variation in the structures of the reagents.The attainment of the isoparametric point with respect to the structure of the N-methylarylamine was demonstrated by crossed correlation.The energy parameters for the reactions of benzoyl chloride with N-methylarylamines are 10percent lower than those obtained for primary arylamines.The higher reactivity of the N-methylarylamines compared with the corresponding primary arylamines is due to the resonance stabilization of the transition state.
