Synthesis of symmetrical and unsymmetrical N, N ′-diaryl guanidines via copper/N-methylglycine-catalyzed arylation of guanidine nitrate
CuI/N-methylglycine-catalyzed coupling reaction of guanidine nitrate with both aryl iodides and bromides takes place at 70-100 °C, affording symmetrical N,N′-diaryl guanidines with good to excellent yields. Unsymmetrical N,N′-diaryl guanidines can be assembled via monoarylation of guanidine nitrate with aryl iodides bearing a strong electron-withdrawing group and subsequent coupling with another aryl iodide.
Copper-catalyzed guanidinylation of aryl iodides: The formation of N,N′-disubstituted guanidines
Chemical Equation Presented A copper-catalyzed cross-coupling reaction of guanidine nitrate with aryl iodides was used for the formation of N,N′-disubstituted guanidines to be used as potential therapeutics for strokes. A relatively inexpensive commercially available guanidine salt and a series of aryl iodides together with copper iodide and N,N-diethylsalicylamide as an efficient catalyst/1 igand system provided a simple diarylation procedure.
Cortes-Salva, Michelle,Nguyen, Be-Lan,Cuevas, Javier,Pennypacker, Keith R.,Antilla, Jon C.
supporting information; scheme or table
p. 1316 - 1319
(2010/06/15)
Role of quaternaryammonium permanganates in the synthesis of substituted guanidines - A comparative study
Quaternaryammonium permanganate transforms 1,3-diarylthioureas in the presence of an amine to the respective trisubstituted guanidines in excellent yields.
Srinivasan, Natarajan,Ramadas, Krishnamurthy
p. 343 - 346
(2007/10/03)
A Short and Concise Synthesis of Guanidines
A facile high yielding process of guanidines is reported by reaction of amine nucleophiles on the oxidised thioureas in an aqueous medium using the unexploited reagents sodium chlorite and sodium metaperiodate for the oxidation of 1,3-disubstituted thioureas.
Ramadas,Janarthanan,Pritha
p. 1053 - 1054
(2007/10/03)
Lac sulfur on alumina-triethanolamine - An effective reagent for the synthesis of substituted guanidines
A direct synthesis of substituted guanidines is reported from their thiourea analogues. The strategy adopted is a concise approach to the synthesis of the title compounds.
Ramadas, Krishnamurthy
p. 5161 - 5162
(2007/10/03)
Disturbance-of-consciousness improving agent
The present invention provides a disturbance-of-consciousness improving agent which is a highly effective and quick remedy and which can be administered orally. The disturbance-of-consciousness improving agent of the invention contains a sigma receptor agonist compound as an active ingredient.
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(2008/06/13)
Raney Nickel Desulphuration of Cyclic Nitrogen and Sulphur containing Compounds. Desulphuration of 1,2,4-Thiadiazolidines
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Ali, M. Umar,Paranjpe, M. G.
p. 253 - 255
(2007/10/02)
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