3459-75-4Relevant academic research and scientific papers
Fast equilibrium of zwitterionic adduct formation in reversible fixation-release system of CO2 by amidines under dry conditions
Aoyagi, Naoto,Furusho, Yoshio,Sei, Yoshihisa,Endo, Takeshi
supporting information, p. 5476 - 5480 (2013/07/05)
We investigated the fixation of CO2 by several amidines in solution and found that simple monocyclic amidines fixed CO2 under dry conditions to quantitatively afford the corresponding bicarbonates through hydrolysis of the zwitterion
Iron-catalyzed epoxidation of aromatic olefins and 1,3-dienes
Schroeder, Kristin,Enthaler, Stephan,Join, Benoit,Junge, Kathrin,Beller, Matthias
experimental part, p. 1771 - 1778 (2010/09/11)
The combination of iron(III) chloride, pyridine-2,6-dicarboxylic acid and formamidine ligands allows for the epoxidation of styrenes and conjugated dienes in excellent chemoselectivity and yields.
Synthetic potentiality of α-amino nitrones as oxidizing reagent in the conversion of alkyl halides to aldehydes
Chakraborty, Bhaskar,Chhetri, Manjit Singh,Kafley, Saurav,Sharma, Prawin,Rai, Neelam
experimental part, p. 1399 - 1402 (2011/09/20)
α-Amino nitrones have been used successfully as an oxidizing reagent for the synthesis of aldehydes from various alkyl halides with an excellent yield. In addition, hydrolysis of the side product (imines) furnishes starting material amides which are recyclable along with corresponding amines.
Total synthesis of (-)-tetrahydropalmatine via chiral formamidine carbanions: Unexpected behavior with certain ortho-substituted electrophiles
Matulenko, Mark A.,Meyers
, p. 573 - 580 (2007/10/03)
A method has been developed by alkylation of chiral lithioformamidines to construct protoberberine alkaloids with a C(9) and C(10) D-ring substitution pattern. This ring pattern was established using an ortho-substituted hydroxymethylbenzene electrophile protected as a silyl ether to ultimately provide (-)-tetrahydropalmatine in 88% ee. Additionally, we have discovered limitations with ortho-substituted electrophiles in the asymmetric formamidine alkylation. These electrophiles have the potential to disrupt the lithium formamidine chelate and cause the selectivity in the alkylation to be uncharacteristically low. The total synthesis of (±)-canadine and (-)-tetrahydropalmatine along with the limitations to the formamidine alkylation technology are delineated herein.
Amides and formamidines with antinociceptive activity (note II)
Pau,Boatto,Cerri,Palomba,Nicolai,Sparatore,Varoni
, p. 1291 - 1299 (2007/10/02)
Forty amides, formamidines and trifluoromethylsulfonylamides bearing on the nitrogen a cyclohexyl residue, eventually 2-substituted, were prepared and tested for analgesic activity against a chemical stimulus. Good activity was exhibited by amides 9, 11 and 28, by formamidine 34, as well as by triflylamide 40. Eleven additional compounds exhibited a moderate activity.
AMIDINES.PART XI. BASICITY OF N1,N1-DIMETHYLFORMAMIDINES
Oszczapowicz, Janusz,Raczynska, Ewa
, p. 419 - 428 (2007/10/02)
The pKa values of twenty four N1,N1-dimethyl-N2-phenyl- and N1,N1-dimethyl-N2-alkyl-formamidines in 95.6percent ethanol (azeotrope) at 25+/-0.2 degC have been measured by the potentiometric method.The pKa values of N2-phenyl derivatives obey Hammett equation and obtained ρ value is ca. 2/3 of that for symmetrically disubstituted N,N'-diphenylformamidines.It is shown that there is a good correlation, common for both N2-alkyl as well as for N2-aryl formamidines between pKa values of dimethylformamidines and pKa of corresponding primary amines.The slope of this correlation line is also ca. 2/3 of that for symmetricall y disubstituted N,N'-dialkyl- and N,N'-diarylformamidines.Experimental conditions securing reliable results of pKa determinations by potentiometric method in ethanol are discussed.
