73827-77-7Relevant academic research and scientific papers
Metal-Free Catalytic Formylation of Amides Using CO2 under Ambient Conditions
Hota, Pradip Kumar,Sau, Samaresh Chandra,Mandal, Swadhin K.
, p. 11999 - 12003 (2018)
This study reports the metal-free formylation of amides using carbon dioxide under ambient conditions. An abnormal N-heterocyclic carbene (aNHC) acts as an efficient catalyst for the formylation of amides in the presence of hydrosilane at room temperature
An NHC-Stabilised Phosphinidene for Catalytic Formylation: A DFT-Guided Approach
Sreejyothi,Bhattacharyya, Kalishankar,Kumar, Shiv,Kumar Hota, Pradip,Datta, Ayan,Mandal, Swadhin K.
supporting information, p. 11656 - 11662 (2021/07/02)
In recent years, the applications of low-valent main group compounds have gained momentum in the field of catalysis. Owing to the accessibility of two lone pairs of electrons, NHC-stabilised phosphinidenes have been found to be excellent Lewis bases; however, they cannot yet be used as catalysts. Herein, an NHC-stabilised phosphinidene, 1,3-dimethyl-2-(phenylphosphanylidene)-2,3-dihydro-1H imidazole (1), for the activation of CO2 is reported.A closer inspection of the CO2 activation process by DFT calculations along with intrinsic bond orbital analysis shows that phosphinidene is associated with phenylsilane through a noncovalent π-π interaction between two phenyl rings which activates the Si?H bond facilitating hydride transfer to the CO2 molecule. Detailed DFT studies along with spectroscopic experiments were combined to understand the mechanism of CO2 activation and its catalytic reductive functionalisation leading to the formylation of a range of chemically inert primary amides under mild reaction conditions.
Facile access to: N-formyl imide as an N-formylating agent for the direct synthesis of N-formamides, benzimidazoles and quinazolinones
Huang, Hsin-Yi,Liang, Chien-Fu,Lin, Xiu-Yi,Yen, Shih-Yao
, p. 5726 - 5733 (2020/08/21)
N-Formamide synthesis using N-formyl imide with primary and secondary amines with catalytic amounts of p-toluenesulfonic acid monohydrate (TsOH·H2O) is described. This reaction is performed in water without the use of surfactants. Moreover, N-formyl imide is efficiently synthesized using acylamidines with TsOH·H2O in water. In addition, N-formyl imide was successfully used as a carbonyl source in the synthesis of benzimidazole and quinazolinone derivatives. Notable features of N-formylation of amines by using N-formyl imide include operational simplicity, oxidant- A nd metal-free conditions, structurally diverse products, and easy applicability to gram-scale operation.
Anodic oxidation of bisamides from diaminoalkanes by constant current electrolysis
Golub, Tatiana,Becker, James Y.
, p. 861 - 868 (2018/04/30)
In general, bisamides derived from diamines and involving 3 and 4 methylene groups as spacers between the two amide functionalities behave similar to monoamides upon anodic oxidation in methanol/LiClO4 because both types undergo majorly mono- and dimethoxylations at the α-position to the N atom. However, in cases where the spacer contains two methylene groups only the anodic process leads mostly to CH2-CH2 bond cleavage to afford products of type RCONHCH2OCH3. Moreover, upon replacing LiClO4 with Et4NBF4 an additional fragmentation type of product was generated from the latter amides, namely RCONHCHO. Also, the anodic process was found to be more efficient with C felt as the anode, and in a mixture of 1:1 methanol/acetonitrile co-solvents.
An efficient method for the preparation of N-formyl-imide via amidine using propylphosphonic anhydride (T3P)
Sambaiah,Gudipati, Ramakrishna,Shiva Kumar,Yennam, Satyanarayana,Behera, Manoranjan
supporting information, p. 403 - 406 (2016/01/12)
An efficient method for the preparation of N-formyl imide via amidine using propylphosphonic anhydride (T3P) has been described. Using this method many aryl, hetero aryl, alkyl as well as amino acid imides were synthesized in high yields.
Otherwise inert reaction of sulfonamides/carboxamides with formamides via proton transfer-enhanced reactivity
Niu, Zaihai,Lin, Shaoxia,Dong, Zhiyong,Sun, Hao,Liang, Fushun,Zhang, Jingping
, p. 2460 - 2465 (2013/06/04)
NBS-mediated addition-elimination reaction of sulfonamides/carboxamides and formamides afforded N-sulfonylamidines and N-formylarylamides, respectively, depending on the different mechanism of elimination. Hydrogen bond-induced proton transfer leads to en
