6935-82-6Relevant academic research and scientific papers
An Efficient Protocol for Formylation of Amines Using Carbon Dioxide and PMHS under Transition-Metal-Free Conditions
Nale, Deepak B.,Bhanage, Bhalchandra M.
, p. 1413 - 1417 (2016/05/24)
A highly efficient, green and simple base catalytic system was investigated for the formylation of amines using CO2 and PMHS [poly(methylhydrosiloxane)] under mild reaction conditions. This reaction proceeds smoothly without additives and furnishes the corresponding N-formylated products from both the 1° and the 2° aliphatic as well as aromatic amines in good to excellent yields.
Amine modified mesoporous Al2O3@MCM-41: An efficient, synergetic and recyclable catalyst for the formylation of amines using carbon dioxide and DMAB under mild reaction conditions
Nale, Deepak B.,Rath, Dharitri,Parida,Gajengi, Aravind,Bhanage, Bhalchandra M.
, p. 4872 - 4881 (2016/07/07)
This work reports an amine modified meso Al2O3@MCM-41, particularly the ordered mesoporous silica, as a catalyst for the formylation of amines with carbon dioxide (CO2) and with dimethylamine-borane (DMAB) as a green reducing source. This newly developed catalytic system represents a heterogeneous and environmentally benign protocol. Besides this, the catalyst could be reused for five consecutive cycles without any significant loss in its catalytic activity towards the synthesis of formamides. The amine modified meso Al2O3@MCM-41 catalysts were well characterized by high and low angle XRD, temperature programmed desorption (TPD), BET-surface area, TGA/DTA and FT-IR analysis techniques. The effect of various reaction parameters such as temperature, CO2 pressure, time and the ratio of substrates to DMAB for the synthesis of formamides has been investigated. The developed protocol can be applicable for the synthesis of most important key intermediates like formoterol, orlistat, leucovarin and iguratimod in biologically active compounds.
A Practical and General Base-Catalyzed Carbonylation of Amines for the Synthesis of N-Formamides
Li, Wanfang,Wu, Xiao-Feng
supporting information, p. 14943 - 14948 (2015/10/19)
A highly practical and general base-catalyzed carbonylation of amines to the corresponding N-formamides has been realized. Cheap inorganic bases, including GroupIA and IIA metal hydroxides, alkoxides, carbonates, and phosphates, were effective catalysts for the transformation. In the presence of 10-40mol% of KOH or K2CO3, various amines were converted into the corresponding N-formamides in good-to-excellent yields using CO as the formylation reagents. Metal-free carbonylation: A simple and practical procedure for the catalytic carbonylation of amines has been developed (see scheme). In the presence of 10-40mol% of KOH or K2CO3, various amines have been converted into the corresponding N-formamides in good-to-excellent yields by using CO as the formylation reagent.
Three-component coupling reactions of thioformamides with organolithium and grignard reagents leading to formation of tertiary amines and a thiolating agent
Murai, Toshiaki,Asai, Fumio
, p. 780 - 781 (2007/10/03)
A highly efficient three-component coupling reaction between thioformamides and organolithium and Grignard reagents was developed. The generality of the process has been demonstrated by using various combinations of reactants and reagents. Information about the mechanism of the reaction has come from 1H and 13C NMR spectroscopic detection of the key intermediate. The LiS group in the intermediates generated by addition of the organolithium reagents to the thioformamides serves as a leaving group. The solid byproduct formed in these reactions, formulated as [LiSMgBr], can be used as a thiolating agent to transform acid chlorides into thioic acids and thioic acid anhydrides. Copyright
