35392-51-9Relevant academic research and scientific papers
Synthesis of tetra-substituted imidazoles and 2-imidazolines by Ni(0)-catalyzed dehydrogenation of benzylic-type imines
Tlahuext-Aca, Adrian,Hernndez-Fajardo, Oscar,Arvalo, Alma,Garca, Juventino J.
, p. 15997 - 16005 (2014)
Ni(0)-catalyzed dehydrogenation of benzylic-type imines was performed to yield asymmetrical tetra-substituted imidazoles and 2-imidazolines. This was achieved with a single operational step while maintaining good selectivity and atom economy. The catalytic system shows low to moderate tolerance for fluoro-, trifluoromethyl-, methyl-, and methoxy-substituted benzylic-type imines. In addition, the substitution pattern at the N-heterocyclic products was easily controlled by the appropriate selection of R-groups in the starting organic substrates. Based on experimental observations, we propose a reaction mechanism in which benzylic C(sp3)-H bond activation and insertion steps play pivotal roles in this nickel-catalyzed organic transformation. This journal is
A NOVEL REARRANGEMENT FORMING 4,5,6,11-TETRAHYDROBENZOCYCLOOCTATHIOPHEN-6,11-IMINES
Robinson, Ralph P.,Donahue, Kathleen M.,Saccomano, Nicholas A.
, p. 5203 - 5206 (2007/10/02)
Exposure of the spirocyclic isoindolines 9 and 16 and the spirocyclic ether 23 to HBr gas in methylene chloride at 0 deg C leads to the formation of the bridged heterocycles 10, 17, and 24 respectively.These novel rearrangements probably occur via retro-M
