151390-00-0Relevant articles and documents
Nickel-Catalyzed N-Arylation of Cyclopropylamine and Related Ammonium Salts with (Hetero)aryl (Pseudo)halides at Room Temperature
Tassone, Joseph P.,Macqueen, Preston M.,Lavoie, Christopher M.,Ferguson, Michael J.,McDonald, Robert,Stradiotto, Mark
, p. 6048 - 6059 (2017/09/15)
Whereas the metal-catalyzed C(sp2)-N cross-coupling of cyclopropylamine with aryl electrophiles represents an attractive route to pharmaceutically relevant N-arylcyclopropylamines, few catalysts that are capable of effecting such transformation
Transition-Metal-Free Cross-Coupling Reactions in Dynamic Thin Films To Access Pyrimidine and Quinoxaline Analogues
Ho, Louisa A.,Raston, Colin L.,Stubbs, Keith A.
supporting information, p. 5957 - 5963 (2016/12/26)
The vortex fluidic device (VFD) is effective in modulating the synthesis of pyrimidine and quinoxaline-based compounds at room temperature and in high yield. The formation of the C–N bond occurs in the absence of a transition-metal catalyst, which avoids the contamination of the products with trace amounts of a transition metal. The systematic investigation of the operating parameters for the microfluidic platform in the confined operation mode established an optimum tilt angle of 45° for a 10 mm diameter borosilicate glass tube rotating at 5000 rpm.
A divergent synthesis of substituted 2-aminoimidazoles from 2-aminopyrimidines
Ermolat'ev, Denis S.,Van Der Eycken, Erik V.
, p. 6691 - 6697 (2008/12/22)
(Chemical Equation Presented) A new divergent and efficient synthesis of substituted 2-aminoimidazoles 5 and 6 has been developed starting from the readily available 2-aminopyrimidines 1 and α-bromocarbonyl compounds 2, using conventional heating or microwave irradiation. Thus, the cleavage of 1,2,3-substituted imidazo[1,2-a]pyrimidin-1-ium salts 4 with hydrazine or secondary amines led to 1,4,5-trisubstituted 2-aminoimidazoles 5, when the hydrazinolysis of 2-hydroxy-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium salts 3, followed by a novel Dimroth-type rearrangement, resulted in formation of 2-amino-1H-imidazoles 6. The relevant pathway of transformations was identified by characterization of the intermediates.
