4811-92-1Relevant academic research and scientific papers
Visible-light photocatalyzed oxidative decarboxylation of oxamic acids: a green route to urethanes and ureas
Pawar, Govind Goroba,Robert, Frédéric,Grau, Etienne,Cramail, Henri,Landais, Yannick
supporting information, p. 9337 - 9340 (2018/08/31)
A sustainable metal-free route to urethanes and ureas based on a photocatalyzed oxidative decarboxylation of oxamic acids is described. The reaction includes in situ generation of an isocyanate from the oxamic acid, using an organic dye as a photocatalyst, a hypervalent iodine reagent as an oxidant and a light source, which trigger the free-radical decarboxylation. This protocol successfully avoids the isolation, purification and storage of carcinogenic isocyanates and allows elaboration of urethanes and ureas in a one-pot process from commercially available sources.
Direct reductive amination using triethylsilane and catalytic bismuth(III) chloride
Matsumura, Takehiko,Nakada, Masahisa
, p. 1829 - 1834 (2014/03/21)
Direct reductive amination (DRA) using triethylsilane (TESH) and catalytic bismuth(III) chloride (BiCl3) is described for the first time. The use of TESH and BiCl3 provides easy handling, low cost, non-toxicity, and a mild Lewis acid activity, thereby meeting the demand for green and sustainable chemistry. The developed DRA is highly chemoselective and applicable to less-basic amines. The experimental results of this study revealed that the developed DRA could be catalyzed by BiCl3, which was gradually reduced to Bi(0) or bismuth with a low valency by TESH, but TESCl, Bi(0), and Bi(0) with TESCl catalyzed the DRA to some extent.
Study of the carbon dioxide chemical fixation-activation by guanidines
Pereira, Fernanda Stuani,deAzevedo, Eduardo Ribeiro,da Silva, Eirik F.,Bonagamba, Tito José,da Silva Agostíni, Deuber L.,Magalh?es, Alviclér,Job, Aldo Eloizo,Pérez González, Eduardo R.
, p. 10097 - 10106 (2008/12/22)
Fixation of CO2 is one of the most important priorities of the scientific community dedicated to reduce global warming. In this work, we propose new methods for the fixation of CO2 using the guanidine bases tetramethylguanidine (TMG) and 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]-pyrimidine (TBD). In order to understand the reactions occurring during the CO2 fixation and release processes, we employed several experimental methods, including solution and solid-state NMR, FTIR, and coupled TGA-FTIR. Quantum mechanical NMR calculations were also carried out. Based on the results obtained, we concluded that CO2 fixation with both TMG and TBD guanidines is a kinetically reversible process, and the corresponding fixation products have proved to be useful as transcarboxylating compounds. Afterward, CO2 thermal releasing from this fixation product with TBD was found to be an interesting process for CO2 capture and isolation purposes.
Efficient and clean synthesis of N-alkyl carbamates by transcarboxylation and O-alkylation coupled reactions using a DBU-CO2 zwitterionic carbamic complex in aprotic polar media
Pérez, Eduardo R,Da Silva, Michele Odnicki,Costa, Vanessa C,Rodrigues-Filho, Ubirajara P,Franco, Douglas W
, p. 4091 - 4093 (2007/10/03)
N-Alkyl carbamates were obtained with good to excellent yields by clean and mild transcarboxylation of several amines with the previously synthesized DBU-CO2 complex and subsequent O-alkylation. Transcarboxylation was found to be selective, as
ONE STEP SYNTHESIS OF α-AMINOALKYLFURANS AND ITS APPLICATION TO A FACILE SYNTHESIS OF PYRIDOXINE (VITAMIN B6)
Shono, Tatsuya,Matsumura, Yoshihiro,Tsubata, Kenji,Takata, Jiro
, p. 1121 - 1124 (2007/10/02)
One step synthesis of α-aminoalkylfurans was achieved by the reaction of α-methoxyurethanes or α-methoxyamides with furan.This method was applied to an efficient synthesis of pyridoxine.
